TSP075 | Lylan Masterman – Transcription
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John Livesay:
Today’s guest on The Successful Pitch is Lylan Masterman, who is a VC at White Star Capital. He talks about the importance of branding yourself and branding your company that they have to be in line. He said, “What are you doing for your personal brand that can make you memorable?” Whether it’s something you wear or something you are known for. He said, “It’s not enough just to be nice, you have to be nice and helpful.” He said, “Everything going on talks about investors love to invest in people that have a passion for what they’re doing.” He says, “Tell me a story that gets me excited. It doesn’t have to be something that’s necessarily an exciting product, money is sexy just in itself.” So have your passion for what you’re doing. He’s personally in passionate about the internet of all things, and tells us some really fascinating things that are coming down the pike as it relates to that.
The interview begins in 45 seconds right after this information on how you can get funded fast.
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Hi and welcome to The Successful Pitch podcast. Today’s guest is Lylan Masterman, who is a venture capital investor at White Star Capital in New York. He has primarily focused on late seed and series A investments. He’s also a Kauffman Fellow, where he is doing academic research project on the internet of things. He previously worked as a software engineer in product management for 15 years, and he joined Atlas division of aQuantive in 2004 where he focused on big data. He helped lead the company’s Rich Media advertising technology platform. He’s also led Product organization for 4 early stage companies, and prior to joining that he worked at Microsoft and he’s also worked at Sierra Ventures which is a San Francisco based VC firm, so we’ll be sure to ask him the differences between San Francisco and New York as I’m sure there’s quite a few. Lylan welcome to the show.
Lylan:
Thank you John. It’s a pleasure.
John:
Before we get into all the wonderful things you’re doing at White Star Capital now, would you take us back to your days of being a software developer at IBM, and then being a program manager at Microsoft, did you have a vision that you were eventually going to get into VC? Or how did you go from that to where you are now?
Lylan:
Yeah, I was a computer science geek. I went to University of Waterloo which, for people who are not familiar with the school, it’s considered the MIT of Canada, or for the people in France is the polytechnic of Canada. From there, my last internship per qua in the ’90s was at Microsoft WebTV in California, and my manager at the time, we’d discussed career options and there’s some people down the hall who were product managers, or by Microsoft Power Lens program managers. We kind of agreed that that could be a really good path for me because I was getting frustrated spending hours on that, then trying to fix a bug in the code that was a missing semicolon. I like the interpersonal aspect while also leveraging my technology background. So I went to Microsoft full time in Redmond, that was some of the first team to launch a Visual Studio .NET. So the first ever .NET team in C-sharp and J-sharp.
Then I went to a company that I’d never heard of that time actually, in Seattle called Atlas, part of aQuantive, and we doubled and tripled the business year over year. It was just fantastic. I ended up having 4 jobs simultaneously. I was running the Rich Media and a product, that Behavioral Targeting Product, User Experience, and Internationalization all at the same time, because that’s what you do when a company is growing quickly.
Then in my last year there, Microsoft required us, for the $6 billion which at the time was larger than all of Microsoft’s other acquisitions combined.
John:
That’s quite an exit there.
Lylan:
Yeah. Skype’s subsequently surpassed us. What was interesting there is that Mike Galgon, was one of the co-founders of aQuantive, and at one point I approached Mike for a little bit of mentorship. I was considering to go to my MBA and I was already in my 30s, so it was now or never. So Mike was a great mentor for me, and in the discussions we talked about the history of aQuantive. The web was different back then, knowledge about Venture Capital is different back then, your show is not on back then.
John:
That’s true.
Lylan:
And Mike, he told me what the history of starting aQuantive, which was then called Avenue A, he told me about how he and his co-founders started but also how he raised money from venture capitalists. I didn’t even know what a venture capitalist was. But similar to how my manager at Microsoft in the ’90s, urged me think about product. Mike didn’t necessarily urged me to think about venture, quite the opposite, but he did awaken my interest into it even though he didn’t necessarily — I think, having this as your best choice of career. Because, you know, it’s a dark side and all.
When I started thinking more and more into it, and I thought, “I might just absolutely love this.” It was a perfect timing for my career because I was going already to business school, business school’s a great time to try something new, right? While at business school, I decided that I was going to try venture capital. I did not know that the economy was going to tank, and that I’d be looking for an internship in 2009. So what I did is I networked, and for me what that meant was, I looked up every single VC firm I was aware of or could learn about online, I read the bios of every partner in principle in the firm, and I would find the one person in the firm who I thought had the most similarities to me, or most affinity to me as some people put it, and I would email that person.
I’ll give you the clue. The colloquial version of the email, because the email’s very formal, but the colloquial version email basically said, “Hey, we have this in common. We both study mathematics, we’re both Canadian, we both work in online advertising, et cetera et cetera, and I think what you do for your career is interesting. Do you have 20 minutes? I’d like to pick your brain.” Now a lot of people were — yeah, go ahead.
John:
I was just like, I love that so much because I’m constantly telling the listeners, you must do your homework on the investors you are fortunate enough to pitch. What you just did was — this is also obviously how you got a job, but it’s that same — Look at the similarities because you want to make sure that who you’re even approaching for money has a lot of things in common with you, whether it’s background, experience, connections. So it’s what you just shared is gold. I love it. Keep going.
Lylan:
Then one of the investors I reached out to is a New York investor, Geoff Judge. Maybe we should check to see if it’s okay with him that we use his name, and in my conversation with him at the end of the call, he said, “Hey Lylan, I like you. I think you have some good potential. There’s no space at my firm to take on an intern, but let me introduce you to somebody.” So he introduced me to his friend, Mark Fernandes, and Mark’s admin wrote me back and said, “Mark would be happy to have a call,” and I did what you trained to do, why? “I very much would appreciate a call but I happened to actually be going to the Bay Area in a few weeks. Is Mark available to meet in person?” She said, “Yes.” Then I booked my flying ticket.
Then I met Mark in person, and Mark made it very clear to me at the beginning of the meeting, they had never hired an intern before, they had no desire too, and what I subsequently learned also is that the head of Sierra Ventures, the founder of Sierra Ventures is Peter Wendell, who actually teaches venture capital at Stanford GSB. So one can reason that if Sierra where to bring on an MBA intern, it would be from someone from GSB, but by the end of the call or by the end of the in-person meeting, Mark seemed interested. I think my technical background, combined with fact that I was already in my 30s, didn’t need to be overly coached had an impact. He knew that you could bring me on and I could run independently. I just owe so much to Mark for giving me that break. It was an absolute joy. From there, I had a great experience at Sierra, and then I applied for the Kauffman Fellows program.
John:
Let me just ask you to pause because there’s another gem there, the objections you got at Sierra. Most people would just say, “Oh well.” So, lying is not something we have ever propose people do, but, you were willing to go the extra mile, put your own money and spend your own money or own dime to get yourself there for that interview that didn’t look promising, but you still were willing to do it. So that’s that extra mile that a lot of people like, “I’m not going to do that unless I really think I have a good shot,” but you still went. You get there, all you do is hear a bunch of objections about why they never do it, and if they do do it, it’s going to be from somebody from some place else, and then you are able to turn that around. That’s the kind of tenacity and persuasive selling skills or storytelling that’s required to get someone like you now to say yes, correct?
Lylan:
Yeah, very much so. The idea of what you said earlier, of researching somebody, of understanding their background, understanding your commonalities if there are some, you don’t need to have some but at least show your research mean, and you didn’t just simply do a copy and paste, right? Maybe we’re drastically different about something and you want to talk about that. That’s fine. But just show me that you didn’t do a copy and paste and that you’re willing to do a little bit of effort just the way I continue to do.
John:
It can even be somewhat playful, right? I see you speak French, I eat french fries, does that count, right? It’s something that…
Lylan:
Yeah. I haven’t received that one but yeah, at least it would show some level of research.
John:
Right, and some playfulness and some human — Like if you want to stand up from the crowd, sometimes you have to do something a little out there like that. Alright. So you’re doing well there and then suddenly the Kauff, tell us about the Kauffman experience.
Lylan:
Yeah. So at Kellogg, Azeus Jelani was a year ahead of me, and he’d been in there for the Kauffman Fellows program. I learned about it, a little bit about it from him. I looked up the list of Kauffman Fellows who have history in the program and there are many fellows who are part of the who’s who of venture capital. The program is a two-year program where we meet once a quarter for three or four consecutive days, right? And in the times that we meet once a quarter, there is a fixed curriculum. The curriculum is specifically on how to make us a better technology investor. So the curriculum doesn’t relate to term sheets and financial terms, let’s assume that we learn that on the job or we’ve already learned it, and if we don’t then we can just ask.
Let me give you two of my favorite examples of the curriculum. One example was how to be a better board member, and so what Kauffman did is that they invited internationally recognized VC’s who are known as being exceptional board members.
John:
Wow, and now are these advisory board members or a board member of directors?
Lylan:
The board of directors, because generally as a venture capitalist —
John:
Yeah, they’re on the board. Just want to clarify for the listeners.
Lylan:
Yeah, absolutely. That training was outstanding, and then there was another session on…
John:
Before I let you jump off of that, do you have one or two takeaways that what makes a great — or how can you become a better board of director?
Lylan:
Well, everything that happens in Kauffman is Kauffman confidential.
John:
Oh sorry, okay.
Lylan:
No, no, but what I can say, because a friend of mine actually recently published this, and so he leaked the information first if you will.
John:
Fair enough. Yes.
Lylan:
In addition to having great board members coming to speak to us, we had an entrepreneur coming and speak to us. A well-recognized CEO, and at one point the question was asked if he know about his board and his level of appreciation for the board, and there are many of his board members who he felt did not contribute as much as they’re capable of, they were not as helpful, and he thought that all those individuals had the networks, had the skills, had the intelligence, had all the attributes required to be helpful, but just had never invested enough time and effort and mental energy. When we asked him which of these people would you want in your board, again, the answer was surprising or was disappointingly low. So the key takeaways, they were often about some of the simple stuff John. Simple, read the deck, as a board member, read the deck a week in advance assuming it’s the CEO’s, so the two week in advance. And if you have questions start asking those questions in advance so that you’re not staling the board meeting unnecessarily.
John:
We’re going to tweet that out. “Time, effort, and mental energy. Those are the three key elements to be successful in anything, whether it’s pitching for funding, being a good board member.” It’s all, like you said, simple things, but putting your time, putting the effort, and not just effort of being busy, but mental energy. I love that. That’s such a great line.
Lylan:
If you just do what intuitively feels like the right thing, and you make your portfolio coming a priority, that should naturally occur. There’s a lot of the small things too, so your behavior in the board meeting. How often are you checking your cellphone or for email? Are you writing down notes for yourself about what’s been discussed, and about your follow up and your action, and as how to be helpful. That’s important stuff.
John:
Sure. Well, it shows you care, right?
Lylan:
Yeah it does and we should care, right? Because our job is on the line, our personal income is on the line, our reputation is on the line, and in the life of most companies out there, the CEO is a CEO that was driving the company, but there can be one or two seminal moments where an outsider, as in a board member will observe something that the operational team, the CEO, the C-levels, the VP’s, will not observe because they’re stuck in the wheats. And it takes an attentive board member to recognize a seminal moment and to make a certain recommendation or to even ask the intelligent question allows the CEO or the team to reach a certain conclusion.
John:
Well, I love that. That’s so great because it works both ways, doesn’t it right? When you’re pitching someone like you to get funding, you better be sure your phone’s turned off. You better be sure you’re listening to what you say and maybe even taking a note during the pitch meeting, right? So you show that you’re engaged.
Lylan:
Yeah absolutely, and it’s fine to have your laptop open the whole time if it’s clear that you’re taking notes, and you’re not overly multitasking. Or if there is something urgent in your life going on and you’re expecting a certain phone call, just say so. One little thing that I try to do, and I think I do more often than not, is when I do have a meeting with someone I know, I have another meeting coming up thereafter, instead of being the guy who is always checking his cellphone for the time or checking his watch, I set myself an alarm. So in that way there, I’m not rudely checking the time, I trust that my alarm will notify me when it’s time to start wrapping up the meeting.
John:
Right. Nice. That’s very helpful. Alright. So you’re meeting once a quarter, obviously it’s a huge commitment: how to learn to be a better board member. Is there anything else you can share from those confidential quarterly meetings that’s what you’ve learned or no?
Lylan:
Well, there was another session on how to best define your personal brand and your firm’s brand. You can imagine that the VC’s that we invited to speak on the branding side were different than the board member’s side. Because some people are much better at one than the other, and so for us we ought to pick and choose and learn from the best at each part of the curriculum, is key to Kauffman. On the branding, it’s all the normal stuff that we talked about just applied to venture. So branding is specially difficult for VC’s who are considered generalist, and a generalist is defined as a VC who invest in many different categories.
John:
Right. You don’t specialize, yeah. Like we only do medical or we only do fintech, then people will say, “Okay, that’s your brand.” But there’s still so much branding that can be defined and I can’t wait to talk about White Star’s branding in a second, but please keep going about what is it that the — I”m really curious about what they might have told you about how important it is to have your own personal brand?
Lylan:
Yeah. Your personal brand and your firm brand need to be very complimentary, I certainly hope so, but at the same time, we are each individuals, and we each have our own way of being memorable within the firm. That’s why it is, I hope with all firms. So be it that you organize events, be it that you wear some kind of a kick off to use a term, right? But at the end of the day those are great hooks into what is the core of you and your firm, right? So it’s fine to have that little memorable thing that gives someone a reason to remember you, but then they also have to remember you for the key two things which are being really really nice, or being incredibly helpful or useful. Because a nice person who’s not helpful is just not all that valuable, right?
John:
We’re going to tweet that out. “You must be nice and helpful, not just nice.”
Lylan:
Yeah, it’s absolutely critical and there’s some people out there who are known as the nice guys or the nice women. It’s important to be nice but the buck does not stop there.
John:
I also like this concept of your personal brand is defined by what can you do to be memorable. That’s another great tweet. It’s so important, so is it something you wear, a certain hairstyle, colored socks, or you’re known as the go-to guy for events, or you’re known as a go-to guy for being able to help people with their pitch or whatever it is, right?
Lylan:
Yeah, and it’s like there’s also — that stuff is a little bit kitschy but it works as long as it’s seen effectively. Then there’s just the core fundamental parts of branding. One of the firms that I admire the most in the whole wide world is Emergence Capital. Emergence is truly a top tensile firm, a fantastic portfolio. The people I know there are — I can’t speak highly enough of, and at Emergence, they define themselves early on as the firm that invests in SaaS, before people even knew what a SaaS was. They use a couple of other terms around SaaS because they started investing in SaaS before the term SaaS, I think, was even defined. Then they invested early on in sales for Stockholm, and so that’s a strong form of branding.
All the other stuff helps, right? First on capital. What do they invest in, right? There’s something nice about either by your name or just how you define yourself externally, that people know you for something important and as applicable to many entrepreneurs.
John:
Well, let’s talk about the branding of White Star Capital. Before the show started, you told me a little story about how they came up with that name White Star for the VC.
Lylan:
Yes, so White Star fundamentally, we are transatlantic firm. We have investments in many parts of western Europe including London, Paris, Berlin, Stockholm, and also in North America including New York, Montreal, Toronto, Ottawa. We even have some investments in LA and San Francisco, and looking at the history of what brings both sides of the Atlantic together, well, White Star Cruise Line, I may not have the exact details straight here, but it’s effectively the first cruise line, commercial cruise line across the Atlantic.
John:
Perfect. That said it all, right there, and even the little logo has a white star obviously. It instantly brands you as a place that is international and cutting edge, if you bring the first and all that other great stuff. Now in your bio, I talked that you live San Francisco as a VC and now you’re in New York as a VC. I rarely get the chance to talk to people who’ve done both coast and they’re so different. What would you say are some of the differences about being a VC based in New York versus San Francisco?
Lylan:
Yeah. The differences are shrinking, I must say that because New York is becoming very much more focus on all the industries of technology. It’s no longer so strongly focus on ad tech and fintech, and fashion media and so on. That being said, the competitive dynamics in the west coast historically in the last few years, even though it is slowing down a little bit now, are different. The time it takes to make an investment at the area has shrunk because of competitive situation. So my friends who are their investors, in order to make the best investments, some of them have learned to be more proactive at creating investment theses or mini theses if you will. So identifying some sub sector tech and researching it in advance, so that when it comes time to actually speak with a certain company that’s trying to raise the amount of money that you generally invest, that you already have your market knowledge and so you don’t need to do catch up. So the reliance of a lot of VC’s have an investing companies that’s introduced to them, that’s decreasing. It still exist so very strong, but the proactive investors who go out there and say, “Here’s what we invest in. Here’s where we have established in thought leadership. Here’s where we have strong knowledge.” That allows you to make investment decisions a lot more quickly.
John:
Now, one of the pride and glories of your portfolio is the Dollar Shave Club, which is such a success story. Can you share with us where you got involved? Was it seed into series A or how did you get involved with Dollar Shave Club?
Lylan:
Yes, so we are investors in a company called Science. Science is also located in LA as a Dollar Shave Club, and Science is effectively a startup incubator. They call themselves a studio, and that’s what really what they are as a startup studio. So one of the startup studio companies that came out of Science was Dollar Shave Club, and by being an investor in Science, the head of Science is very good at letting his investors know when there’s something good coming from his program from a studio. That’s when we learned about Dollar Shave Club and this was before the video came out. So it was very good timing.
A funny story with Dollar Shave Club. I was having coffee with a friend of mine in venture capital a couple of months ago, and he had taken a deep look at Dollar Shave Club, but he ended the past thing and his reasons were very sound at the time, right? No product, no traction, they’re still are creating some video has going to go viral. Yeah right, and then of course they do the video, it goes viral, and all his friends who didn’t even know that he had even looked at Dollar Shave Club are now sending him the video.
John:
It kind of like rubbing it in your face, right? You can’t predict what’s going to viral or not. That’s for sure.
Lylan:
Yeah, and they didn’t know that they were rubbing it in his face as you put it, but yeah, and he was like, “Darn it!” But looking back at his notes, his logic was sound.
John:
Sure, but somehow you still did get involved with that, and it’s been a huge success.
Lylan:
Yeah, and it worked out really really well. The most recent round of financing was quite large, and the number of products that the company now has, it’s a lot more than just shaving products.
John:
Oh I know, I’m a customer. Everyday, from what to wipe your butt with to — I mean, it’s hilarious branding but it stays consistent. It’s as all funny.
Lylan:
It is.
John:
It’s great, and talk about disruptive, I just love it. Now, can you share with our audience since it’s called The Successful Pitch, what you think makes a good pitch?
Lylan:
Yeah, ultimately, giving a good pitch, I liken it to the word “story”. I assume some other VC’s have told you the same thing. It has to be a story that gets an investor excited. Now, don’t get me wrong. Some of the best stories for me are really unsexy boring businesses, but at the end of the day, money is sexy.
John:
There’s a good tweet, yup.
Lylan:
And that can be misinterpreted by some people. But people who understand the crux of what I’m saying, the genesis of what I’m saying, is that now you can be doing a startup on some improving database, server, something something, right? You tell your friends about, your non-geek friends, about improving something at database, and tell your parents if your parents are not technically inclined about improving something on database stuff. That doesn’t sound all that glamorous in a way, right? It’s not like working on a social media startup, but still, a company that’s working on massively improving a database in some form or doing some artificial intelligence product for the enterprise. Those can often also be really really a compelling businesses. They’ll generate meaningful revenue and meaningful recurring revenue.
John:
It’s great, and do you often have people come to you at seed, and then you’re there for their second rounds? Is that a common experience?
Lylan:
Yes, so there are times where we are the first institutional investor. Sometimes that’s often a seed round, and there are times where there are already great seed investors and it’s time for the company to raise an A, and those seed investors, they don’t have the capital, the check size is too big for them, and we’re there for the A. Ultimately, that’s a core part of the White Star strategy, is to do the late seed and the series A, and it helped our companies get to the B. That’s very important to the help and get to that next step.
John:
What would you say is, besides growth and traction and hitting the milestones are some of the things that are so important to help somebody get from series A to series B?
Lylan:
Yeah, the quality of the team, right?
John:
Because back — just of the same as a seed, it’s amazing how that never goes away, does it?
Lylan:
Yeah, but you know, suddenly when you’re trying to raise your — for every round, every subsequent round, there are higher expectations on the team. So, one of my colleagues, Christian Hernandez out of London, one of the founders of White Star, he blogged about this recently, how it’s important to be leading a company that is today’s company, not yesterday’s company. So today’s company, the CEO may have been also historically doing most of the finance, or heading a product. But at some point, the company should get big enough, that the CEO should not have time to do both. So you need to bring in a head of finance or the head of product, et cetera et cetera. It’s fine to go dabble a little bit in those areas and to coach on those areas, but ultimately at the end of the day, as your company continues to scale, you need to bring on leaders in each of those job functions.
John:
Including, I would assume, a more impressive board of advisors that you might have in the seed round, correct?
Lylan:
The board of advisors can be helpful. When an entrepreneur tells me that here she has an extraordinary board of advisors, I look at the name, the titles and all that, but then what matters most to me is okay, these are great names and all, but what have they done for you lately? How active are they? Are they people that you — that are in the office regularly or are they people that you have a call with one hour a week? Are they people who say, “Yeah, call me up, I’ll try to help you,” and at the end of the day, they end up calling me once or twice a year.
John:
Yeah, very different levels of involvement.
Lylan:
Yeah, and that’s critical because at the end of the day, the people who are working the greatest number of hours on average in the company, are often, not always, but often the most influential.
John:
Interesting. Now is there a book that you would recommend founders read about life or funding, or anything you just think is important to them to know as people?
Lylan:
Yes, so I’m going to avoid a lot of the obvious books, of that written by Mark Henry’s and all those kinds of, fabulous books by the way, Brad Felix’s et cetera. I’ll go a little bit off a beaten path. There is one book that I still remember something from, even though I read it in 2009, and the book is called The Trusted Advisor. In The Trusted Advisor they talked about the formula for being a trusted advisor, and really it’s not about being a trusted advisor, it’s a formula for trust.
John:
I love it.
Lylan:
And the formula, I call it the CRIS formula, and you’ll see why. To develop trust, you must have a high level of credibility, reliability, intimacy, and then a controlled level of self-interest. CRIS, C-R-I-S. I try to break this rule. I try to find errors in this and ultimately, really to come down to those four: credibility, reliability, intimacy, and just don’t have too much self-interest.
John:
Wow, control self-interest, that is a really tough one for a lot of people and it all goes back to have a little empathy for your customer, and a little empathy for the investor, right?
Lylan:
Yeah. Absolutely.
John:
Nice. It’s been such a pleasure having you on, Lylan. Is there a way that people can follow you on social media? What’s your twitter and all that good stuff?
Lylan:
Yes, so just a quick correction, my name is Lylan.
John:
Oh I’m sorry.
Lylan:
It’s alright. Yes, so my twitter handle is @lylanm. I don’t publish much on LinkedIn, actually LinkedIn, I think I’m also lyanm. Then I have a specific blogging strategy that I haven’t launched yet, but stay tuned. Ultimately through the White Star network, I’ll be publishing through there probably on medium. Who knows?
John:
Oh that’s great. Well it’s interesting because I take the podcast and transcribe it to a medium as well so we’ll be able to do that as well for you. Well thanks again, it’s been a pleasure. You’ve given us so many. I love this trusted advisor criteria and how important it is for the team to continue to evolve as the funding gets bigger. Those are incredible takeaways.
Lylan:
I appreciate it. Thanks John.
Thanks for listening to The Successful Pitch Podcast. If you liked the show, please go to iTunes and write a review, and encourage your friends to write reviews too. It really helps get the word out.
You know, people say that the longest distance is between someone’s mouth and their wallet. People can tell you they’re going to invest but when it comes time to write the check, they don’t do it. So, how do you get people to say yes and then follow through? Visualize yourself on the left side of a riverbank and you have to cross the river and on the other side of the river is where the funding happens.
So, first, you make up your idea and then you make it real and then you make it reoccur. Once you start dipping your toe into the water to get to funding, that’s where I can help. I get you across that river faster than you would on your own with a lot less frustration than you will get when you hear a bunch of no’s and you don’t know why. So, if you want some help getting funded faster with less frustration, go to my free funding webinar, sellingsecretsforfunding.com/webinar and sign up and get in depth information on how you can get funded fast. Thanks.
Get VC Funding – Interview Lylan Masterman
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Episode Summary
Lylan Masterman is a Venture Capital Investor at White Star Capital and a Kauffman Fellow. Lylan shares helpful tips for selecting good board members as well as being a good board member yourself. At White Star Capital, Lylan focuses primarily on late Seed and Series A investments, but he does offer advice on how an entrepreneur can successfully navigate between Series A to Series B rounds. Listen in for more!
Get VC Funding – Interview Lylan Masterman
Hi and welcome to The Successful Pitch podcast. Today’s guest is Lylan Masterman, who is a venture capital investor at White Star Capital in New York. He has primarily focused on late seed and series A investments. He’s also a Kauffman Fellow, where he is doing academic research project on the Internet of Things. He previously worked as a software engineer in product management for 15 years. He joined Atlas division of aQuantive in 2004 where he focused on big data. He helped lead the company’s Rich Media advertising technology platform.
He’s also led product organization for 4 early stage companies. Prior to joining that he worked at Microsoft and he’s also worked at Sierra Ventures, which is a San Francisco based VC firm. We’ll be sure to ask him the differences between San Francisco and New York, as I’m sure there’s quite a few. Lylan, welcome to the show.
Thank you, John. It’s a pleasure.
Before we get into all the wonderful things you’re doing at White Star Capital now, would you take us back to your days of being a software developer at IBM and then being a program manager at Microsoft? Did you have a vision that you were eventually going to get into VC? How did you go from that to where you are now?

White Star Capital
I was a computer science geek. I went to the University of Waterloo which, for people who are not familiar with the school, it’s considered the MIT of Canada. For the people in France, it’s the Polytechnique of Canada. From there, my last internship or coop in the ’90s was at Microsoft WebTV in California. My manager at the time, we had discussed career options. There were some people down the hall who were product managers, or by Microsoft parlance, program managers.
We talked and we agreed that that could be a really good path for me because I was getting frustrated spending hours on end, trying to fix a bug in the code that was a missing semicolon. I like the interpersonal aspect while also leveraging my technology background. I went to Microsoft full time in Redmond. I was on the first team to launch a Visual Studio .NET. The first ever .NET team in C#and J#.
Then I went to a company that I’d never heard of that time actually, in Seattle, called Atlas, part of aQuantive. We doubled and tripled the business year over year. It was just fantastic. I ended up having four jobs simultaneously. I was running the Rich Media product, behavioral targeting product, user experience, and internationalization all at the same time. Because that’s what you do when a company is growing quickly. In my last year there, Microsoft acquired us for the $6 billion, which at the time was larger than all of Microsoft’s other acquisitions combined.
That’s quite an exit there.
Yeah. Skype subsequently surpassed us. What was interesting there is that Mike Galgon was one of the co-founders of aQuantive. At one point I approached Mike for a little bit of mentorship. I was considering to go do my MBA. I was already in my 30s, so it was now or never. Mike was a great mentor for me. In the discussions, we talked about the history of aQuantive. The web was different back then, knowledge about Venture Capital is different back then. Your show was not on back then.
That’s true.
Mike, he told me about the history of starting aQuantive, which was then called Avenue A. He told me about how he and his co-founders started it, but also how he raised money from venture capitalists. I didn’t even know what a venture capitalist was. Similar to how my manager at Microsoft in the ’90s urged me think about product, Mike didn’t necessarily urged me to think about venture, quite the opposite. But he did awaken my interest into it, even though he didn’t necessarily think that would be necessarily a best choice of career. Because it’s a dark side and all.

Get VC funding: I would find the one person in the firm who I thought had the most similarities to me and I would email that person.
I started thinking more and more into it. I thought, “I might just absolutely love this.” It was a perfect timing for my career because I was going already to business school. Business school’s a great time to try something new. While at business school, I decided that I was going to try venture capital. I did not know that the economy was going to tank and that I’d be looking for an internship in 2009. What I did is I networked.
For me, what that meant was I looked up every single VC firm I was aware of or could learn about online. I read the bios of every partner in principle in the firm. I would find the one person in the firm who I thought had the most similarities to me or most affinity to me, as some people put it, and I would email that person.
I’ll give you the colloquial version of the email. Of course the email was very formal, but the colloquial version email basically said, “Hey, we have this in common. We both study mathematics, we’re both Canadian, we both work in online advertising, etc. I think what you do for your career is interesting. Do you have 20 minutes? I’d like to pick your brain.”
I love that so much because I’m constantly telling the listeners, you must do your homework on the investors you are fortunate enough to pitch. What you just did was, this is also obviously how you got a job, but it’s that same … Look at the similarities because you want to make sure that who you’re even approaching for money has a lot of things in common with you, whether it’s background, experience, connections. What you just shared is gold. I love it. Keep going.
One of the investors I reached out to is a New York investor, Geoff Judge. In my conversation with him at the end of the call, he said, “Hey, Lylan. I like you. I think you have some good potential. There’s no space at my firm to take on an intern, but let me introduce you to somebody.” He introduced me to his friend, Mark Fernandez.
Mark’s admin wrote me back and said, “Mark would be happy to have a call.” I did what you’re trained to do. Lie. “I very much would appreciate a call but I happened to actually be going to the Bay Area in a few weeks. Is Mark available to meet in person?” She said, “Yes.” Then I booked my plane ticket.
I met Mark in person. Mark made it very clear to me at the beginning of the meeting, they had never hired an intern before, they had no desire too. What I subsequently learned also is that the head of Sierra Ventures, the founder of Sierra Ventures, is Peter Wendell, who actually teaches venture capital at Stanford GSB. One can reason that if Sierra were to bring on an MBA intern, it would be from someone from GSB.
[Tweet “Get VC funding: Tenacity and persuasion is required to get someone to say yes.”]
By the end of the in-person meeting, Mark seemed interested. I think my technical background combined with fact that I was already in my 30s, didn’t need to be overly coached, had an impact. He knew that he could bring me on and I could run independently. I just owe so much to Mark for giving me that break. It was an absolute joy. From there, I had a great experience at Sierra, and then I applied for the Kauffman Fellows program.
Let me just ask you to pause because there’s another gem there. The objections you got at Sierra. Most people would just say, “Oh well.” Lying is not something we ever propose people do, but you were willing to go the extra mile, put your own money and spend your own money, your own dime, to get yourself there for that interview that didn’t look promising. But you still were willing to do it.
That’s that extra mile that a lot of people, “I’m not going to do that unless I really think I have a good shot.” You still went. You get there. All you do is hear a bunch of objections about why they never do it, and if they do it, it’s going to be from somebody from someplace else, and then you are able to turn that around. That’s the kind of tenacity and persuasive selling skills or storytelling that’s required to get someone like you now to say yes.

Get VC funding: Show that you researched me and you didn’t just simply do a copy and paste.
Very much so. The idea of what you said earlier, of researching somebody, of understanding their background, understanding your commonalities if there are some. You don’t need to have some but at least show that you researched me and you didn’t just simply do a copy and paste. Maybe we’re drastically different about something and you want to talk about that. That’s fine. Just show me that you didn’t do a copy and paste and that you’re willing to do a little bit of effort just the way I continue to do.
It can even be somewhat playful. “I see you speak French, I eat French fries, does that count?”
I haven’t received that one but, yeah. At least it would show some level of research.
And some playfulness. If you want to stand up from the crowd, sometimes you have to do something a little out there like that. You’re doing well there. Tell us about the Kauffman experience.
At Kellogg, Azeus Jelani was a year ahead of me. He’d been selected for the Kauffman Fellows program. I learned a little bit about it from him. I looked up the list of Kauffman Fellows through the history of the program. There are many fellows who are part of the who’s who of venture capital. The program is a two-year program where we meet once a quarter for three or four consecutive days. In the times that we meet once a quarter, there is a fixed curriculum.

Get VC funding: The curriculum is specifically on how to make us a better technology investor.
The curriculum is specifically on how to make us a better technology investor. The curriculum doesn’t relate to term sheets and financial terms. It’s assumed that we learn that on the job or we’ve already learned it. If we don’t then we can just ask. Let me give you two of my favorite examples of the curriculum. One example was how to be a better board member. What Kauffman did is that they invited internationally recognized VC’s who are known as being exceptional board members.
Is this advisory board members or a board member of directors?
The board of directors, because generally as a venture capitalist, that’s …
You’re on the board.
Absolutely. That training was outstanding.
Do you have one or two takeaways on what makes a great or how can you become a better board of director?
Everything that happens in Kauffman is Kauffman confidential.
Sorry, okay.
No, no. What I can say, because a friend of mine actually recently published this and so he leaked the information first, if you will.
Fair enough.
In addition to having great board members come in and speak to us, we had an entrepreneur come in and speak to us. A well-recognized CEO. At one point, the question was asked of him about his board and his level of appreciation for the board. There were many of his board members who he felt did not contribute as much as they’re capable of, they were not as helpful. He thought that all those individuals had the networks, had the skills, had the intelligence, had all the attributes required to be helpful, but just had never invested enough time and effort and mental energy.
[Tweet “Get VC funding: Time, effort and mental energy.”]
When we asked him which of these people would you want in your board. Again, the answer was surprising or was disappointingly low. The key takeaways there were often about some of the simple stuff, John. Simple. Read the deck, as a board member, read the deck a week in advance. Assuming the CEO sends it to you a week in advance. If you have questions, start asking those questions in advance so that you’re not stalling the board meeting unnecessarily.
Those are the three key elements to be successful in anything, whether it’s pitching for funding, being a good board member. It’s all, like you said, simple things. Put in your time, put in the effort. Not just effort of being busy, but mental energy. I love that. That’s such a great line.
If you just do what intuitively feels like the right thing and you make your portfolio become your priority, that should naturally occur. There’s a lot of the small things too. Your behavior in the board meeting. How often are you checking your cell phone or email? Are you writing down notes for yourself about what’s been discussed and about your follow up and your action about how to be helpful. That’s important stuff.
Sure. It shows you care.

Get VC funding: It takes an attentive board member to recognize a seminal moment and to make a certain recommendation.
It does. We should care because our job is on the line, our personal income is on the line, our reputation is on the line. In the life of most companies out there, the CEO is driving the company. But there can be one or two seminal moments where an outsider, as in a board member, will observe something that the operational team, the CEO, the C-levels, the VP’s, will not observe because they’re stuck in the wheats. It takes an attentive board member to recognize a seminal moment and to make a certain recommendation. Or to even ask the intelligent question that allows the CEO or the team to reach a certain conclusion.
I love that. That’s so great, because it works both ways, doesn’t it? When you’re pitching someone like you to get funding, you better be sure your phones turned off. You better be sure you’re listening to what you say and maybe even taking a note during the pitch meeting. You show that you’re engaged.
Absolutely. It’s fine to have your laptop open the whole time if it’s clear that you’re taking notes and you’re not overly multitasking. Or if there is something urgent in your life going on and you’re expecting a certain phone call, just say so.

Get VC funding: When I know I have another meeting, instead of being the guy who is always checking the time, I set myself an alarm.
One little thing that I try to do, and I think I do more often than not, is when I do have a meeting with someone and I know I have another meeting coming up thereafter, instead of being the guy who is always checking his cellphone for the time or checking his watch, I set myself an alarm. That way there, I’m not rudely checking the time. I trust that my alarm will notify me when it’s time to start wrapping up the meeting.
Nice. That’s very helpful. You’re meeting once a quarter. Obviously it’s a huge commitment. How to learn to be a better board member. Is there anything else you can share from those confidential quarterly meetings of what you’ve learned or no?
There was another session on how to best define your personal brand and your firm’s brand. You can imagine that the VCs that we invited to speak on the branding side were different than the board member side. Some people are much better at one than the other. For us to be able to pick and choose and learn from the best at each part of the curriculum is key to Kauffman.
On the branding, it’s all the normal stuff that we talk about, just applied to venture. Branding is especially difficult for VCs who are considered generalist. A generalist is defined as a VC who invest in many different categories.
You don’t specialize. “We only do medical or we only do fintech,” then people will say, “Okay, that’s your brand.” There’s still so much branding that can be defined. I can’t wait to talk about White Star’s branding in a second. Please keep going about, I’m really curious about what they might have told you about how important it is to have your own personal brand.
[Tweet “Get VC funding: Have a personal brand that is memorable.”]
Your personal brand and your firm brand need to be very complimentary. I certainly hope so. At the same time, we are each individuals. We each have our own way of being memorable within the firm. That’s how it is, I hope, with all firms. Be it that you organize events, be it that you wear some kind of peacock, to use a term.
At the end of the day, those are great hooks into what is the core of you and your firm. It’s fine to have that little memorable thing that gives someone a reason to remember you. Then they also have to remember you for the key two things, which are being really, really nice and being incredibly helpful or useful. Because a nice person who’s not helpful is just not all that valuable.
We’re going to tweet that out. “You must be nice and helpful, not just nice.”
[Tweet “Get VC funding: Be nice and helpful.”]
It’s absolutely critical. There are some people out there who are known as the nice guys or the nice women. It’s important to be nice, but the buck does not stop there.
I also like this concept of your personal brand is defined by what can you do to be memorable. That’s another great tweet. It’s so important. Is it something you wear, a certain hairstyle, colored socks, or you’re known as the go-to guy for events or you’re known as a go-to guy for being able to help people with their pitch or whatever it is.
That stuff is a little bit kitschy but it works, as long as it’s done effectively. Then there’s just the core fundamental parts of branding. One of the firms that I admire the most in the whole wide world is Emergence Capital. Emergence is truly a top firm, a fantastic portfolio. The people I know there, I can’t speak highly enough of.
[Tweet “Get VC funding: People know you for something important.”]
At Emergence, they defined themselves early on as the firm that invests in SaaS, before people even knew what a SaaS was. They use a couple of other terms around SaaS. Because they started investing in SaaS before the term SaaS I think was even defined. They invested early on in SalesForce.com. That’s a strong form of branding. All the other stuff helps.
First, on capital. What do they invest in? There’s something nice about either by your name or just how you define yourself externally that people know you for something important and as applicable to many entrepreneurs.
Let’s talk about the branding of White Star Capital. Before the show started, you told me a little story about how they came up with that name, White Star, for the VC.
White Star fundamentally, we are a transatlantic firm. We have investments in many parts of Western Europe including London, Paris, Berlin, Stockholm, and also in North America including New York, Montreal, Toronto, Ottawa. We even have some investments in LA and San Francisco. Looking at the history of what brings both sides of the Atlantic together, White Star Cruise Line, I may not have the exact details straight here, but it’s effectively the first cruise line, commercial cruise line, to cross the Atlantic.
Perfect. That said it all, right there. Even the little logo has a white star obviously. It instantly brands you as a place that is international and cutting edge, you being the first and all that other great stuff. In your bio, I talked that you lived San Francisco as a VC and now you’re in New York as a VC. I rarely get the chance to talk to people who’ve done both coasts and they’re so different. What would you say are some of the differences about being a VC based in New York versus San Francisco?
The differences are shrinking, I must say that, because New York is becoming very much more focused on all the industries of technology. It’s no longer so strongly focused on ad tech and fintech and fashion media and so on. That being said, the competitive dynamics in the west coast historically in the last few years, even though it is slowing down a little bit now, are different. The time it takes to make an investment at the Bay Area has shrunk because of the competitive situation.

Get VC funding: The time it takes to make an investment at the Bay Area has shrunk because of the competitive situation.
My friends who are Bay Area investors, in order to make the best investments, some of them have learned to be more proactive at creating investment theses or mini theses, if you will. Identifying some sub sector of tech and researching it in advance so that when it comes time to actually speak with a certain company that’s trying to raise the amount of money that you generally invest, that you already have your market knowledge, and so you don’t need to do catch up.
The reliance that a lot of VCs have an investing in companies that’s introduced to them, that’s decreasing. It still exist, it’s still very strong. But the proactive investors who go out there and say, “Here’s what we invest in. Here’s what we’ve established in thought leadership. Here’s where we have strong knowledge.” That allows you to make investment decisions a lot more quickly.
Now, one of the pride and glories of your portfolio is the Dollar Shave Club, which is such a success story. Can you share with us where you got involved? Was it seed into series A or how did you get involved with the Dollar Shave Club?
We are investors in a company called Science. Science is also located in LA, as is Dollar Shave Club. Science is effectively a startup incubator. They call themselves a studio. That’s what really what they are, is a startup studio. One of the startup studio companies that came out of Science was Dollar Shave Club.
By being an investor in Science, the head of Science is very good at letting his investors know when there’s something good coming from his program, from his studio. That’s when we learned about Dollar Shave Club. This was before the video came out. It was very good timing.

Get VC funding: We learned about Dollar Shave Club before the video came out. It was very good timing.
A funny story with Dollar Shave Club. I was having coffee with a friend of mine in venture capital a couple of months ago. He had taken a deep look at Dollar Shave Club, but he ended up passing. His reasons were very sound at the time. No product, no traction. They say they’re creating some video that’s going to go viral. Yeah, right. Then of course, they do the video, it goes viral. All his friends who didn’t even know that he had even looked at Dollar Shave Club are now sending him the video.
It kind of like rubbing it in your face. You can’t predict what’s going to viral or not. That’s for sure.
They didn’t know that they were rubbing it in his face, as you put it. He was like, “Darn it.” Looking back at his notes, his logic was sound.
Somehow you still did get involved with that, and it’s been a huge success.
It worked out really, really well. The most recent round of financing was quite large. The number of products that the company now has, it’s a lot more than just shaving products.
I know. I’m a customer. Everything, from what to wipe your butt with. It’s hilarious branding, but it stays consistent. It’s all funny.
It is.
It’s great. Talk about disruptive. I just love it. Now, can you share with our audience, since it’s called The Successful Pitch, what you think makes a good pitch?
Ultimately, giving a good pitch, I liken it to the word “story”. I assume some other VCs have told you the same thing. It has to be a story that gets an investor excited. Now, don’t get me wrong. Some of the best stories for me are really unsexy, boring businesses. But at the end of the day, money is sexy.
That can be misinterpreted by some people. But people who understand, the crux of what I’m saying, the genesis of what I’m saying, is that you can be doing a startup on improving database, server, something. You tell your friends, your non-geek friends, about improving something with database. Or you tell your parents, if your parents are not technically inclined, about improving something on database stuff. That doesn’t sound all that glamorous in a way.
[Tweet “Get VC funding: At the end of the day, money is sexy”]
It’s not like working on a social media startup. But still, a company that’s working on massively improving a database in some form or doing some artificial intelligence product for the enterprise, those can often also be really compelling businesses. They’ll generate meaningful revenue and meaningful recurring revenue.
It’s great. Do you often have people come to you at seed and then you’re there for their second rounds? Is that a common experience?
Yeah. There are times where we are the first institutional investor. Sometimes, that’s often a seed round. There are times where there are already great seed investors and it’s time for the company to raise an A. Those seed investors, they don’t have the capital, the check size gets too big for them. We’re there for the A. Ultimately, that’s a core part of the White Star strategy, is to do the late seed and the series A, and then help our companies get to the B. That’s very important, to the help and get to that next step.
What would you say, besides growth and traction and hitting the milestones, are some of the things that are so important to help somebody get from series A to series B?
The quality of the team.
[Tweet “Get VC funding: Quality of team is more important the more money you raise.”]
Just the same as the seed. It’s amazing how that never goes away, does it?
Yeah, but you know, suddenly when you’re trying to raise your … For every round, every subsequent round, there are higher expectations on the team. One of my colleagues, Christian Hernandez, out of London, one of the founders of White Star, he blogged about this recently. How it’s important to be leading a company that is today’s company, not yesterday’s company. Today’s company, the CEO may have been also historically doing most of the finance or heading up product.

Get VC funding: As your company continues to scale, you need to bring on leaders in each of those job functions.
At some point, the company should get big enough that the CEO should not have time to do both. You need to bring in a head of finance or the head of product, etc. It’s fine to go dabble a little bit in those areas and to coach on those areas. Ultimately at the end of the day, as your company continues to scale, you need to bring on leaders in each of those job functions.
Including, I would assume, a more impressive board of advisors than you might have at the seed round, correct?
The board of advisors can be helpful. When an entrepreneur tells me that h or she has an extraordinary board of advisors, I look at the names, I look at the titles and all that. Then what matters most to me is, these are great names and all, but what have they done for you lately? How active are they? Are they people that are in the office regularly or are they people that you have a call with one hour a week? Are they people who say, “Call me up, I’ll try to help you,” and at the end of the day, they end up calling you once or twice a year.
Very different levels of involvement.
That’s critical. Because at the end of the day, the people who are working the greatest number of hours on average in the company are often, not always, but often the most influential.
[Tweet “Get VC funding: people working the most hours are often most influential.”]
Interesting. Is there a book that you would recommend founders read about life or funding or anything you just think is important for them to know as people?
I’m going to avoid a lot of the obvious books. I’ll go a little bit off the beaten path. There is one book that I still remember something from even though I read it in 2009. The book is called The Trusted Advisor. In The Trusted Advisor, they talk about the formula for being a trusted advisor. Really, it’s not about being a trusted advisor. It’s the formula for trust.
I love it.
The formula, I call it the CRIS formula, and you’ll see why. To develop trust, you must have a high level of credibility, reliability, intimacy, and then a controlled level of self-interest. CRIS. I try to break this rule. I try to find errors in this. Ultimately, it really did come down to those four. Credibility, reliability, intimacy, and just don’t have too much self-interest.
[Tweet “Get VC funding: Credibility, reliability, intimacy and controlled self-interest.”]
Wow. Control self-interest. That is a really tough one for a lot of people. It all goes back to have a little empathy for your customer and a little empathy for the investor.
Absolutely.
Nice. It’s been such a pleasure having you on, Lylan. Is there a way that people can follow you on social media? What’s your Twitter and all that good stuff?
My twitter handle is @LylanM. I don’t publish much on LinkedIn. Actually, LinkedIn, I think I’m also LyanM. I have a specific blogging strategy that I haven’t launched yet. Stay tuned. Ultimately, through the White Star network. I’ll be publishing through there probably on Medium. Who knows?
That’s great. It’s interesting because I take the podcast and transcribe that to Medium as well. We’ll be able to do that as well for you. Thanks again, it’s been a pleasure. I love this trusted advisor criteria and how important it is for the team to continue to evolve as the funding gets bigger. Those are incredible takeaways.
I appreciate it. Thanks, John.
Links Mentioned
J Robinett Enterprises
John Livesay Funding Strategist
Lylan Masterman Website
Lylan on LinkedIn
Dollar Shave Club Website
The Trusted Advisor by David Maister and Robert M. Galform
Crack The Funding Code!
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TSP074 | Laura Rittenhouse – Transcription
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John Livesay:
Today’s guest on The Successful Pitch is Laura Rittenhouse, the author of “Investing Between the Lines.” Warren Buffett endorsed her book, so she clearly knows what she’s talking about. She is an expert in candor. She has a candor investment fund, as well as a candor boot camp. She said, “When you lie to other people, you end up lying to yourself as well,” and she has seven systems that really help you be really focused on knowing how to be successful in investing. One of her key elements is looking at a shareholder’s letter and being able to predict how that company’s going to perform in the stock market, based on what kind of candor the CEO shows in that stockholder’s letter. So your communication is everything. She said, “Without candor, there is no trust, and nothing happens outside conversation.” So make sure that you’re having clear, concise conversations with people that tell them what your purpose is, that expands upon your vision for the company.
The interview begins in 45 seconds right after this information on how you can get funded fast.
Are you a founder struggling with your investor pitch? Do you need warm introductions to the right investors to get your startup funded? Do you need a funding road map to get you there fast? All of this and more can be found in Crack the Funding Code. Join host, John Livesay, and Judy Robinett, bestselling author of How to Be a Power Connector and board member of Illuminate Ventures, on their free Crack the Funding Code webinar. Simply go to judyrobinett.com – that’s J-U-D-Y-R-O-B-I-N-E-T-T dot com – and click on the webinar tab to see how to tap into their network of investors from around the world. There’s a link in the show notes as well. You’re only one click away from getting funded fast.
Hi and welcome to The Successful Pitch. Today, I’m thrilled to have as my guest, Laura Rittenhouse, who is a trust and valuation expert, as well as a financial strategist and innovation coach to Fortune 500, and small kept companies. She’s the founder and CEO of Rittenhouse Rankings, and the author of an amazing book called “Investing Between the Lines,” how to make smarter decisions by decoding CEO communications. I’ve had the opportunity to talk with her before the show, and you are all in for a huge treat. Laura, welcome.
Laura
Thank you John. What a pleasure to be with you on this call.
John:
Well, you are, not only someone who’s smart and kind and connected, but just so enthusiastic about life. I just love people like you who make the world a better place. So, before we get into all the books and your connections to Warren Buffett, who by the way, everybody — Warren Buffet said that you are on the side of the angels. So Laura is in fact somebody that you’re going to want to get to know and you must read her books, Investing Between the Lines, Buffett Bites, just such an expert. How did you become who you are? Take us back a little bit before you started your company, and your first early jobs that made you want to get into all these world of investing.
Laura:
Well, coming out of college, my first job was being accepted as a Peace Corps volunteer.
John:
Oh, I love it.
Laura:
And I worked in an orphanage in Turkey, and that was one of the most meaningful — it was a great experience because I was a total failure. Well, it wasn’t a total failure but I was a failure in a sense that we had signed on for a two-year commitment, and it ended up being one year because the revolutionary fist of a free and democratic Turkey wanted to bang on their heads, and it started that it would be a good idea for us to leave the country at that point.
John:
Well, that leads me right into — I’m going to jump around, but we’ll go back to your background. You are ranked 100 most trustworthy people in America, by Trust Across America, so you’re an expert in candor and trust, but you just wrote this amazing blog “Clowns Without Borders”, and so now that I know that you’re in a Peace Corps, it then speaks more to why you have such authenticity around this. Can you just tell us a little bit about that great blog you wrote, “Clowns Without Borders”, and how you’re making such a difference in the world by just putting that out there for people?
Laura:
What an amazing story John, it also – the story gives us a window into the told topic of Candor. What I blog for forms, and what I’ve wanted to start is a series on candor heroes, and who are the candor heroes? They’re people who, and as you and I have discussed, are courageous and shining light into dark places. That mission is embodied in the very word. The word “candor” comes from the latin candeō which means to illuminate. So the word “candle” of course comes from that same root word, and when you think what does illumination do? It shines light into dark places. So the leaders who do that, very impressive and also very courageous, so the blog started out of a webinar I was listening to on a topic very much related to candor called Conversational Intelligence. Wonderful work and it links brain neural science. With the opportunity we have to use conversation on the way to create good things in the world and to avoid creating bad things.
So, the person hosted this, a man named Benjamin Croft, at the very end of the blog he said, “Well, glad that you’re on the call today and by the way, in a few weeks I’m going to be on the Syrian border, with Clowns Without Borders, which me luck.” And I was stunned, I thought, “Oh my heavens. Clowns without borders, I know about doctors but whoever heard of clowns.” So I immediately googled them, it’s a legitimate organization. I contacted Benjamin, he wrote back to me and we become friends since then, and yes indeed, this story happened after the Paris attacks. He was in Istanbul at the time, and he said “We have to do something. What can we do?” He used the money that they earned from giving this webinar, and they sponsored a tour of Clowns Without Borders. They brought Clowns over from the US, they contacted clowns in Turkey, and after about a week and a half of training and so on, they actually went to this refugee camps along the border.
There was one place, they went to an eastern Turkey, where only just a month before, of 20 people have been massacred on the same stage where they were performing. So it was almost like an exorcism there, to have this horrible experience and now transformed by the clowns into a place of joy. I felt so strongly that it was important to get this message out into the world, and I’ve got terrific response, wonderful emails back from people who were so inspired by it.
John:
Well, it’s just taking a wonderful concept of lighting something in dark places and bringing it to life because it doesn’t get much darker than that, and clowns are such an opposite. You don’t think you have time for laughter and joy when you’re in survival mode, and yet something like that can remind us all of how we can shift our focus so quickly, and like you said, “Don’t curse the darkness, light a candle”, right?
Laura:
Absolutely. I love what Benjamin said too when he said, “There are lots of things, we could’ve brought them stuff, but stuff can be stolen, stuff is used.” We wanted to bring something that couldn’t be stolen, that could last forever.
John:
That’s so wonderful.
Laura:
With a memory like this, how can you not love it?
John:
Making a difference. Now you were at Lehman Brothers for 10 years, being involved with corporate finance and then now you’re running Rittenhouse Rankings, and you really have become an expert in being able to cut to the chase as it were, really cut through that clutter and get to what’s going on, so tell us about candor investment fund and what you do there.
Laura:
So leaving Lehman Brothers, and you asked earlier, how do I get to do the things I’m doing today? So I love to be in the Lehman Brothers, this was the time when I was still very much guided by the value of making sure that funds were taken care of, and serving them, and coming up with brilliant ideas on how they could run their businesses better. But I reached the point in my life where I felt that — I think that a lot people if you’re lucky, you get to the point where you say, “Well, who’s life am I living? Am I living the life I should live or the life that I truly was born to live?” And so I decided I wanted to take some time out, to figure out what that was. So I spent a year travelling, talking to people. A lot of the CEOs that I had worked with on Wall Street, called me and they said, “We still want to work with you. What can we do?” And so we began to set up investor relations program which at that time, was a new thing to do. In doing that, it became clear that the reputation of the CEO was a major factor in the stock price valuation, and so if my CEO clients who’d become truly effective authentic communicators, and build trust because without candor there is no trust.
Then this would be a very powerful way to enhance the valuation of their company, and also, because if you have trust as the foundation of a corporate culture in a business, you’ve got people operating and also, there’s wanting to work together. They’re aligned in a mission, aligned in a strategy, and you’re going to be generating better results than your competitors who don’t have high levels of trust.
John:
We’re going to tweet that out, “Without candor, there is no trust.” That is so insightful. What do you think caused you to be ranked as 100 most trustworthy people at business. You’re clearly an expert on this. I’d love to have you define what makes people trustworthy as they have to be candor and transparent, right? I believe you’d thrown the things you’ve talked about before.
Laura
Well, I have a client that when he introduces me to people, he likes to say, “I’d like you to meet LJ Rittenhouse. She spots bullshit faster than anyone.”
John:
That’s great.
Laura:
I consider that a great tribute.
John:
It is. Well, one of your key expertise is looking at a shareholder’s letter and a stock report, and not even have to read anything else to determine whether that’s a good investment or not, right?
Laura:
Well that’s exactly right John, and that’s what has led to creating the first ever candor investment fund. So, in that work I was doing was CEOs, working with them on their strategies in order to be effective with your investors, you had to have a very compelling story and it had to be real. Again, the basis of conversational intelligence is that nothing happens outside of conversation, nothing. Conversation is the special sauce that creates things in the world.
John:
It’s not email, it’s not your proposal, it’s not your business plan, it’s conversation, right?
Laura:
Well, that’s conversations about the business plan. It’s emails that stimulate conversation and again, person to person is still more powerful ultimately than digital to digital. I don’t want to take anything away from digital. We’ve seen that it can have a lot of power too, but in terms of — in my experience, moving things forward in the world especially new things that something like candor. It’s funny, people are afraid of candor. When I say the word, they get nervous, because they think that I’m judging them as to whether they’re lying or telling the truth, and more importantly, what people missed is the element of authenticity.
Mark Twain wrote so many wonderful things about candor, and truth and lying. He said, “Tell the truth and they don’t have to remember what you said.”
John:
There you go. Well it is so important when you’re pitching for an investor too, that you are authentic, because you can’t lie. It will come out during due diligence and the whole deal will fall apart.
Laura:
Right. Well there goes the trust. There goes the trust, but getting back, so you’re asking about the shareholder letters. So as I was advising my CEO clients, I read lots and lots of shareholder letters. I read my client’s letters and then I read letters of their competitors or their peer companies. Over time, I began to see patterns, and that’s the first step in creating a model of reality. That’s the first step in creating a taxonomy, so that you could begin to find the similarities and the differences, and the ability to compare and contrast. Does that make sense to you?
John:
It does. I think it’s fascinating that you can measure something like candor into structure, and then make productions based on that.
Laura:
Well the book, “Investing Between the Lines”, which I was so — I’ve never expected this. It was more than a dream come true, but this book was recommended by Warren Buffett in his shareholder letter. The grand daddy, the gold standard of all shareholder letters, and Warren throughout the years has been very supportive of our work. So, what the analysis when investors, portfolio managers, I’ve talked with them over the years and I’ll give them my conclusions about the value proposition, the investing value proposition in a company. It’s almost a ludacrest, they’ll say, “Yup, we understand. We agree with that. Yup, we agree with your assessment and management. Spot on. Yes, this is a strategic vulnerability they have. Yes they’re doing great. They make great products.” So much agreement, and at the end, I’ll sit back and I’ll say, “Well it’s just great that we see so much of the same thing, but let me just observe something.”
Number one, you spend hours and hours running spreadsheets, talking to management, talking to employees, visiting customers, talking to competitors, going to industry conferences, you’re spending — doing all these effort, all I did was read the shareholder letter and we came out with basically the same conclusions.
John:
Crazy. It’s a huge amount of time and money you’re saving people if they just use your expertise. So what advice would you have Laura, for someone who is a founder, maybe they’re public, maybe they’re not, but if they have to communicate in whatever form that’s going to be whether it’s a pitch, or a shareholder’s letter to people so that you can get a sense of who they are. Is it the candor that we’ve had some troubles and we’ve address it, versus trying to just gloss over things? What is it you really look for when you’re looking at those letters?
Laura:
Well there’s something called a Strategic Balance and I described this in my book. After all the years of reading these letters and creating this taxonomy, it became clear that all the topics we were coding and scoring for, could be organized into a seven system model. And those seven systems are strategy supported by accountability systems such to, vision supported by strong leadership, the backbone of a company of the stakeholder relationships, the quality of the those relationships, and then the center of a business is the commitment to capital stewardship, after all, it’s a profit-making company, and if you’re not focused on how smartly you’re allocating the capital, you’re probably wasting it and you won’t be meeting your investor’s expectations and you could go out of business. So capital stewardship is a key principle, something to observe, and most importantly, is candor – that’s the seventh system in this business. As we’ve said, candor supports the quality of the stakeholder relationships and builds trust.
Now, you asked how do we make assessments of companies? Well, we have seen over time that companies that are balanced, which have high scores, high linguistic scores, content scores, and are balanced between — they’re not all strategy, but they have good balance between strategy and accountability systems. Good balance between vision. It’s not over 50% vision and then very little on the other system. So companies that are very well-balanced, and you think about it, that gives them a solid foundation to deal with whatever the economy, their competitors, whatever gets thrown at them. So that’s one factor.
Another factor is the BS and the truth telling, and that’s a very important factor and those are the rankings that we publish every year. We rank order a hundred companies based on how much candor, positive candor, truth telling they have, and how much of the discussion or BS they show in their communication. Then when we correlate these top ranked companies and the bottom ranked companies, we found over the past decade that the top ranked companies outperform the bottom ranked, and also outperform the market over this period.
John:
So let’s talk about the connection between candor and vision, which is one of your other strategy, the systems that you talked about, I’d love to hear that connection and how important it is to balance your vision and your candor.
Laura:
Well, let me ask you, what do you think of when you think of vision?
John:
Well I think it’s important for a founder to have a vision that they can communicate to their employees, about where they see the company going, what the mission statements is, what the big picture is, and then turn around and communicate that to anybody who is going to invest, whether it’s an angel investor or stockholder eventually, and so having that vision and if that vision needs to change being able to communicate that with candor.
Laura:
I’m so glad you asked me that question because it gives me a chance to focus on something that I’ve been spending a lot more time thinking about. So you’re absolutely right. When people think of vision they often think of what’s our mission, and I think the word that kind of relates to that but I think is more powerful, is what is our purpose.
John:
There we go. Yup.
Laura:
What is our purpose, and I’ve been watching this video of Richard Leider, who does a lot of focus on this and he likes to say, “So, what are two most important days in your life? We can look on this as both a business and as one’s own individual life. Is it the day you were born or the day you die?” ‘No,” he says. Two most important days are the day you were born and then the day you learn why you were born – for a purpose.
John:
Nice. I love that. We’re going to tweet that out, “The day you were born and the day you learn why you were born.” Great.
Laura:
And that is no different from a company. If you’re in a company where you feel that this company is bringing something meaningful into the world, doing it with integrity, you can see what a difference it’s making. Boy! That gets you up in the morning, picks you up. It’s like Warren Buffett who likes to say, “I tap dance to work everyday.”
John:
What a great image that is, because there’s a purpose behind what he’s doing it. It’s not just to make money, right?
Laura:
Well, it is about making money because it’s his scorecard to tell who’s winning, right?
John:
Right, but if not just about that. He’s making it — yeah.
Laura:
But for him, it’s how he’s making that money — that support.
John:
Yeah. There we go, with integrity.
Laura:
How can we analyze companies better than others who are smartly, and who’s the really important distinction. How can we do it for the long-term? And what we have is the cancer, the cancer in our financial system. Here’s a tweet for you. “The cancer in our financial system is this focus on short-term dism.”
John:
Yes. That is a cancer, right, because you’re just constantly — that’s what causes turnover, that’s what causes moral, that causes fear, when you’re just focused on short-term vision of, “Oh, if we don’t hit number for the quarter year I’ll fire her.” We’re totally changing our purpose and our mission statement, and shutting down factories as opposed to seeing the big picture of what it could be.
Laura:
Exactly.
John:
What are some of your other quotes that you like from Warren Buffett? Because he has so many and I just want to hear what’s some of your favorites are, since you’re so connected to him.
Laura:
Well the one we shared that comes from his owner’s manual, and the reason why — it’s so interesting, Berkshire is the only company that has published an owner’s manual which means, just like if you’re buying an appliance and you get the instructions here, this is what you can expect from using this so he wrote the owner’s manual. If you buy the stock, this is what you can expect from us, it’s in the owner’s. The reason that candor is one of the principals that he follows and promises to investors, is because he says at the end, “The CEO who misleads others in public will eventually mislead himself in private.”
John:
There we go. That’s it. There’s the gem. If you lie to other people, you’re eventually going to lie to yourself, right?
Laura:
Exactly right, and thank you for saying that because that gets us into the topic of candor boot camp. I have worked with corporations on how to bring more candor into the organization, and that means working with teams. What’s most successful is when I worked with multi level teams, anywhere from presidents down to factory workers. It’s so powerful to get the people who don’t normally get to communicate with each other, have conversations with each other, to stimulate that, and there’s so much learning that goes on. It requires a certain humility, bringing humility to that, and hope in this that leads to innovation and creativity.
But, candor boot camp, when you think about it John, this is what we’re developing now, candor boot camp needs to be taught in three modules. So, first, and it’s what we’ve just mentioned in relation to the Buffett quote, first is intrapersonal candor. Bringing people together and helping each other. Suddenly confront the BS in their own lives. Now, what am I lying to myself about? What is special? What’s my purpose? What is my purpose and if I don’t know what it is how can I find that out?
So there’s that whole piece and you come up — people come out of that session and it’s almost like, I don’t want to say they’ve been to church because that has a certain kind of take these days, but it’s very free. However, once people have experienced what it means to live candidly, so go back into the workplace and work with other people that haven’t have this experience can be very hard.
So the next module is to bring teams together and practice different type of skills, and exercise so that people can practice team-based behavior.
John:
Because that allows everybody to be speaking the same language when you do that, right?
Laura:
Exactly, and feel safe. The whole point about candor, is that you create an environment where people feel safe to say what they’re really thinking and what they really need.
John:
You know Laura, it’s so interesting you said that, because to me that’s the highest compliment anybody can ever give me is, I say it, I feel safe when I’m with you to be myself. And if someone says that to me, and it’s also the highest compliment I can give anybody, right? I can take my mask down, I can be a little bit vulnerable with you. When you said earlier about humility, is one of the keys to innovation, that’s such an important takeaway for our listeners. When you’re pitching for funding for your company, you have to come across confident and humble at the same time. In other words, you have to be coachable because that’s where the innovation comes. You can’t know everything and nobody wants to invest in somebody who thinks they know everything, but they want somebody who has a vision, with candor and humility, right?
Laura:
Beautifully. Beautifully said. So that gets us to the third module which is creating the candid enterprise.
John:
What’s a candid enterprise? Tell us about that.
Laura:
We’re inventing that even as we speak.
John:
Love it.
Laura:
So, what it means is, okay, you start from the individual, the individual works in teams, but then there is a business, an enterprise or corporation, whatever, that has a set of principles, a set of goals and strategies that if these are not based on candor, then your teams are not going to be able to be supported in their efforts to candidly co-create and work together, and achieve greatness. So, there needs to be a design, design work, to make sure that the enterprise itself has principles and expectations built into it that — going back to our — just prior comment, that make it safe for people to experience candor on the job.
John:
It goes back again when you said this, “If you have a purpose of doing greatness, then everyone’s focus on that, as opposed to necessarily trying to claim all the glory for a big idea or something, right?
Laura:
Exactly.
John:
Yes because that’s — not only do you have to create a great team to get investors to want to invest in you, but then you also have to keep them working well together. It seems to me that this candor boot camp is the secret sauce to keeping a team on the right track, because you can get somebody who wants competitiveness and I want to get promoted over you, and I want credit for this, and you’re way of purpose, right? And it happens all the time.
Laura:
That’s right, and then that’s why those three levels, interpersonal team-based and enterprise, are absolutely essential to be viewed together, because if you have one and not the others it’s just, you can’t support people in this candid enterprise.
John:
How did you come up with the title “Investing Between the Lines”? I love the title so much and it implies a little bit of intuition, but I would love to hear how you came up with that title.
Laura:
Well, it’s a play on words, right? In fact a lot of people say to me, “Well, I love your book Reading Between the Lines,” and I have to say “No, no, no. It’s Investing Between the Lines.” But of course, that’s the phrase that most people are familiar with, and what does Reading Between the Lines means to your point? It means that you intuit that you’re taking signals on what’s obvious, the surface and you’re getting deeper meaning from it. So similarly, Investing Between the Lines means okay, I’m reading this and I’m intuiting ideas and analyzing, I’m processing information that allows me to make a better smarter investment decision.
John:
It’s so great. I love it. Laura, how can people find out more about you, Investing Between the Lines, the candor boot camp, Twitter, all that good stuff?
Laura:
So, first of all you go to our website www.rittenhouserankings.com. Secondly, visit my blog ljrittenhouseforbes.com.
John:
Great. Did you have any last thoughts for our listeners about how we can all have a bigger purpose make a bigger difference in the world? From what you’re doing is there something that you would like to leave us with that’s inspirational?
Laura:
Well, here’s a very very important concept. People often say, “We need more trust in the world. We need more candor in the world.” Well, that’s only going to happen if everybody makes a commitment to be trustworthy. If everybody makes a commitment, okay, I will say what I really think, what I really mean, then I’ll say it in a way not to attack people, not to be a jerk, not to beat around the bush, but because I committed my purpose here. I’m committed to work creatively with other people to make a positive difference.
John:
Nice, and what’s so great about you is how did you put that out there, but you also show people how they can do that and make money at the same time, and most people think it’s one of the other, a newer, a living example of how to put something positive into the world and be strategic, and still make a great return on your investments. Laura, I can’t thank you enough for being on the show today.
Laura:
John, thank you for having me and thank you for the work you’re doing.
John:
Thanks.
Thanks for listening to The Successful Pitch Podcast. If you liked the show, please go to iTunes and write a review, and encourage your friends to write reviews too. It really helps get the word out.
You know, people say that the longest distance is between someone’s mouth and their wallet. People can tell you they’re going to invest but when it comes time to write the check, they don’t do it. So, how do you get people to say yes and then follow through? Visualize yourself on the left side of a riverbank and you have to cross the river and on the other side of the river is where the funding happens.
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