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SAASTR Insight
Barrett: The best startup ideas face the most board pushback
“And in fact, the better the idea is, the worse it looks on the surface. And I think that's where it manifests itself in the board dynamic, is when you believe in something, when you truly believe in the best of possible ideas, you should expect the biggest pus…”
David Barrett Jan 8, 2018 ▶ 21:31 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Insight
Barrett: Consult dozens of informal advisors instead of adding expert board members
“If I wouldn't pick one person, I'd pick 50 people, and I'd call them all the time and I wouldn't, and I would consolidate their knowledge, and then I would present that consolidated answer to my actual board, people that have, like, some influence over me.”
David Barrett Jan 8, 2018 ▶ 25:03 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Disclosure
Barrett: Expensify is 100% inbound with zero advertising or outbound sales
“We're a hundred percent inbound it's we don't do any advertising, we do no outbound calling whatsoever and it's all just organic from the bottom up, and it works amazing.”
David Barrett Jan 8, 2018 ▶ 30:48 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Insight
Founders should allocate zero equity to non-investor advisors
“I just don't think the best advice gets bought. I think that if you're not an investor, you don't get shares.”
David Barrett Jan 8, 2018 ▶ 33:05 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
20VC Disclosure
Barrett: Expensify expense reporting was a Trojan horse for homeless aid card
“The expense reporting was entirely a ruse as a Trojan horse to build a product that just gave me the technology that I wanted for a completely different application.”
David Barrett Nov 17, 2017 ▶ 4:42 20VC: Why Valley Investors Are Really Gamblers, Why The Business Model of Selling To The Biggest Sucker Is Wrong & Why The Best Potential Hires Don't Care Who Your VC is with David Barrett, Founder & CEO @ Expensify
20VC Insight
Barrett: Great startup ideas must look terrible at first
“Everyone wants a good idea, but the challenge of good ideas is they have to look terrible. Like, if it didn't look terrible, it wouldn't be a good idea. It would just be the thing that everyone does. And so a good idea is something that no one else is doing.”
David Barrett Nov 17, 2017 ▶ 11:55 20VC: Why Valley Investors Are Really Gamblers, Why The Business Model of Selling To The Biggest Sucker Is Wrong & Why The Best Potential Hires Don't Care Who Your VC is with David Barrett, Founder & CEO @ Expensify
20VC Insight
Barrett: Business complexity is mostly invented jargon to justify roles
“Business is not nearly as hard as people make it out to be. I think most of the complexity that people experience is sort of invented complexity. It's a bunch of jargon for people to sort of justify their roles”
David Barrett Nov 17, 2017 ▶ 22:37 20VC: Why Valley Investors Are Really Gamblers, Why The Business Model of Selling To The Biggest Sucker Is Wrong & Why The Best Potential Hires Don't Care Who Your VC is with David Barrett, Founder & CEO @ Expensify
20VC Insight
Barrett: Founders should work in secret until success cannot be hidden
“I think work hard in secrets because it keeps your failures private, and they're hard enough in private, but they're really hard when they're public. And so just work hard. Don't say anything to anyone until you are such a success that you just can't hide it a…”
David Barrett Nov 17, 2017 ▶ 23:52 20VC: Why Valley Investors Are Really Gamblers, Why The Business Model of Selling To The Biggest Sucker Is Wrong & Why The Best Potential Hires Don't Care Who Your VC is with David Barrett, Founder & CEO @ Expensify
20VC Disclosure
Expensify runs 100% inbound sales with zero advertising or outbound calling
“That's why we don't do any advertising. We don't do any outbound calling. It's a hundred percent inbound. We don't have any commission sales”
David Barrett Nov 17, 2017 ▶ 25:00 20VC: Why Valley Investors Are Really Gamblers, Why The Business Model of Selling To The Biggest Sucker Is Wrong & Why The Best Potential Hires Don't Care Who Your VC is with David Barrett, Founder & CEO @ Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify does not intend to raise more capital and is profitable
“No, no, we haven't raised, we don't intend to raise anymore, I would say we're, you know, profitable, we're growing, and so we just.”
David Barrett Nov 15, 2017 ▶ 5:16 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
Barrett: Achieving actual profitability matters far more than predicting it
“Predictability is not nearly as important as people make it out to seem, because, like, predictability is always good until suddenly something changes and it's no longer predictable. You're fooling yourself if you think you know the future. I think it's much b…”
David Barrett Nov 15, 2017 ▶ 11:58 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
Barrett: Routing around decision makers is Expensify's core driver of success
“Routing around the decision maker has been our entire business model and is why we succeed.”
David Barrett Nov 15, 2017 ▶ 13:32 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
Barrett: Facebook's famous 7-friends onboarding metric is likely bullshit
“Honestly I suspect Facebook's number is bullshit anyway.”
David Barrett Nov 15, 2017 ▶ 16:07 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
Barrett: Expensify outspends competitors on conferences by targeting brand loyalty
“Everyone else cares about the conferences for lead generation, and we don't, and so we can show up big, much bigger than anyone else, because the ROI of the lead's just not our goal. We're just viewing it, we're viewing the value of the conference very differe…”
David Barrett Nov 15, 2017 ▶ 16:51 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify hosts an all-expenses-paid 100-person retreat in Bora Bora
“It's only a hundred people. It's invite only, and it's in Bora Bora, all expenses paid by us. And so it's basically, it's more like the Davos of accounting, if you will.”
David Barrett Nov 15, 2017 ▶ 17:41 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Uber, Atlassian, and most Silicon Valley unicorns use Expensify
“And that raises everything from like Uber, Yahoo Atlassian, a bunch of public companies like Evernotes, most of Silicon Valley, most of the unicorns or former unicorns all use Expensify.”
David Barrett May 10, 2017 ▶ 10:33 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Expensify maintains net negative revenue churn across all cohorts
“So then revenue churn is also complicated because we have negative revenue churn. Every customer, like every cohort pays us more today than they ever have.”
David Barrett May 10, 2017 ▶ 12:32 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Assertion Not checkable as stated
Barrett: 90% of Expensify revenue is paid by credit card
“90% of our revenue is on a credit card, which means that the only way we get paid is after you've already fully deployed your entire company.”
David Barrett May 10, 2017 ▶ 16:01 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Disclosure
David Barrett says profitable Expensify is off the venture fundraising bandwagon
“Yeah, we're profitable. So we just, we don't, we're off that, that whole bandwagon.”
David Barrett Apr 5, 2018 ▶ 6:27 985 How Expensify Hit $60m+ Magic on Bottom Up Business Model
TOP FOUNDERS Disclosure
Barrett: Expensify drives growth via customer volume rather than upselling
“We think that the path to growth is not so much by increasing sort of how much you extract from each customer, but just getting more customers. And so I, I'm much more focused on just massive scale than I am on trying to like, you know, squeeze harder.”
David Barrett Apr 5, 2018 ▶ 13:43 985 How Expensify Hit $60m+ Magic on Bottom Up Business Model
SAASTR Insight
Barrett: Startup failure is devastating for founders, but merely a bummer for employees
“Employees are naturally sort of aligned, ah, to your vision. But also, they don't really have the same downside as yours. Like, they're not, their emotions aren't as tied in the company as yours aren't. If they, if you lose, you know, if you fail, To you, ah, …”
David Barrett Jan 8, 2018 ▶ 4:08 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Insight
Barrett: A startup board's purpose is checking power, not running the company
“The part of the board, like the purpose is not to actually collectively run the company, but it is to serve a check on your power.”
David Barrett Jan 8, 2018 ▶ 19:16 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Insight
Barrett: Continuous dialogue with investors reduces the need for frequent board meetings
“The more successful you are in having a strong dialogue with your investor, the less necessary it is to have frequent board meetings. If, on the other hand, you haven't really established that rapport, then maybe actually more frequent could be helpful.”
David Barrett Jan 8, 2018 ▶ 26:59 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
SAASTR Disclosure
Barrett: Expensify takes its entire company overseas for one month annually
“We take our whole company overseas for a month every year. We just got back from Uruguay. And so we brought, like, a 130 people to Uruguay.”
David Barrett Jan 8, 2018 ▶ 31:28 Good Intentions, Bad Advice: How to Keep Your Board Aligned with Your Vision
Barrett: Great businesses originate from overlooked spaces
“I think like most great businesses, you sort of fall into something that everyone else has overlooked because if it weren't overlooked, it wouldn't be a great business. It would just be the thing that everyone else does.”
David Barrett Nov 15, 2017 ▶ 2:32 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Contradicted
Barrett: Expensify launched the first mobile expense app
“We brought the very first mobile app to expense reports.”
David Barrett Nov 15, 2017 ▶ 3:04 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify began as a Trojan horse to help homeless people
“And so I actually had no intention of building the expense reporting system. It was just my Trojan horse To let me build this card so I could give money to the homeless safely.”
David Barrett Nov 15, 2017 ▶ 4:37 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Expensify is growing just under 100% year-over-year
“So we're doing just under a hundred percent year on year still, which gets tough at the scale, but the nice thing is actually we've in this past year, we've actually made a bunch of product changes that have caused growth to sort of re-accelerate”
David Barrett Nov 15, 2017 ▶ 9:14 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Expensify has over 100% net revenue retention across all cohorts
“The important one is revenue retention and we're way over a hundred percent revenue retention. And so I'd say like every every year customers pay us more on aggregate than they did the year before. And so every cohort we've ever acquired pays us more today tha…”
David Barrett Nov 15, 2017 ▶ 11:14 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Expensify customer cohorts pay about 500% more after three years
“After three years, they pay us about 500% more.”
David Barrett Nov 15, 2017 ▶ 11:32 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Assertion Not checkable as stated
Barrett: Expensify's tech stack resembles consumer social more than Concur
“We've built in a tremendous technology stack. That's much more like Twitter or Facebook than it is like concur or something else.”
David Barrett Nov 15, 2017 ▶ 15:34 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify does not use any paid marketing channels
“Nothing. We don't have any paid channels.”
David Barrett Nov 15, 2017 ▶ 16:34 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify spends millions maximizing presence at every conference
“So it's like, yeah, we spend millions of dollars in conferences. Could we spend twice as much? There just aren't twice as many conferences to go to. We go to every conference. We go as big as we possibly can and that's it.”
David Barrett Nov 15, 2017 ▶ 21:53 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
TOP FOUNDERS Disclosure
Barrett: Expensify would reject a $300 million buyout offer
“No.”
David Barrett Nov 15, 2017 ▶ 22:41 844: SaaS: How Ignoring CAC Works for ~$100m ARR Expensify
Sophisticated clients select executive search firms before negotiating fees, Barrett notes
“The clients that we like to work with, and it's, I'd say it's 90% of the time, it's not price at all. I'd say that, you know, the sophisticated and appropriate users of search, they will pick a firm, and then they'll negotiate the price.”
David Barrett Sep 25, 2017 ▶ 10:28 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
Cultural fit accounts for 75% of a CIO search's success
“Well, I think the first thing is, because 75% of this is cultural fit.”
David Barrett Sep 25, 2017 ▶ 12:54 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
The most successful CIOs actively leverage their investment committees
“The most successful CIOs are leveraging their investment committees.”
David Barrett Sep 25, 2017 ▶ 21:08 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
Calibrating how a candidate thinks as an investor is uniquely difficult
“They know as much about the, in many cases, they'll, they'll have, especially in terms of unique insights, potentially into the, how that person thinks as an investor, which is the hardest thing for us to really calibrate.”
David Barrett Sep 25, 2017 ▶ 21:17 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
Successful institutional searches require a tight committee of three or four
“Well, a successful search, you get all those other constituencies, you get all their input up front, so they feel included. And then you have a really tight search committee of three, maybe four people, and they tightly control the process.”
David Barrett Sep 25, 2017 ▶ 22:54 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
Evaluating true endowment CIO investment performance requires at least five years
“So, I think you take your, really your first breath on the, and the calibration point, maybe at three years, but it's, I think, five years for me is the proof of the pudding.”
David Barrett Sep 25, 2017 ▶ 25:02 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
CAPITAL ALLOCATORS Prediction Not checkable as stated
Technology will never compress senior executive search into a six-week process
“The length of time to complete searches has not shortened. Because it is a people business, it is, it's based on personal relationships, meeting people in person, building trust, establishing credibility, both with the search firm and the candidate, and then t…”
David Barrett Sep 25, 2017 ▶ 33:44 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
Performance transparency and media narratives created an unfortunate CIO arms race
“The reason you've seen so much So many changing seats over the last several years is that because of the increased transparency around performance, and then the, so then they get the relative comparisons where, you know, through, you know, the press has turned…”
David Barrett Sep 25, 2017 ▶ 34:37 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
CAPITAL ALLOCATORS Assertion Not checkable as stated
Committees wanting broad pools hire proven sitting CIOs 80% of the time
“80% of the time, the search committee will say, we want to, like, broad brush. We want to see everybody in all the different buckets. You get down to the finish line, oh, we got a sitting CIO who's going to, done this for five years, proven track record, and I…”
David Barrett Sep 25, 2017 ▶ 37:14 David Barrett – Searching for Leaders (Capital Allocators, EP.26)
TOP FOUNDERS Disclosure
Barrett: Expensify's core business breaks even while venture capital funds experiments
“So I would say the business itself is breakeven, but we are always raising and spending on big experiments.”
David Barrett May 10, 2017 ▶ 9:53 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Assertion Not checkable as stated
Barrett: About 10% of Expensify's 4.5M users are paying business users
“Yeah, it's about 10% of our 4.5 million is a paying business user.”
David Barrett May 10, 2017 ▶ 11:42 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
Barrett: Expensify's biggest early adoption barrier was being free
“Literally, initially, we didn't charge, or the number one barrier to adoption was that we didn't charge. Because, like, we would think back, you know, years, we'd raise money, we're just a couple of people, we don't spend money on anything, everything just gro…”
David Barrett May 10, 2017 ▶ 16:51 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Assertion Not checkable as stated
Barrett: 99% of Expensify Traffic Comes From Direct Brand Searches
“I would say like 99% of our traffic is people searching for us.”
David Barrett May 10, 2017 ▶ 21:33 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
TOP FOUNDERS Disclosure
Barrett: Expensify began as a fake product to win bank approval
“It was as a Trojan horse to get permission from the banks to launch an entirely different product. And then after we launched this product, everyone's like, yeah, your prepaid debit cards are cool and all, but your expense reports are amazing. And up until tha…”
David Barrett Apr 5, 2018 ▶ 2:29 985 How Expensify Hit $60m+ Magic on Bottom Up Business Model
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