Coupa

other on 7 shows · 0 statements across 0 episodes

the Official SaaStr Podcast 40 20VC 25 Top Founders 20 Invest Like the Best 2 Lenny's Podcast 1 TBPN 1 All-In

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the Official SaaStr Podcast 4020VC 25Top Founders 20Invest Like the Best 2Lenny's Podcast 1TBPN 1

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2016 2 mentions in 1 episode

every mention on every show, scene by scene, with the transcript →

26 statements about Coupa, every show

20VC Assertion Not checkable as stated
Lemkin: Coupa, Zendesk, and Anaplan may fail to repay their debt
“Coupa, New Relic, Anaplan, even Zendesk, Avalara, Smartsheet they all look like they may not be able to fully repay their debt”
Jason Lemkin Apr 30, 2026 ▶ 47:05 Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings
Mitchell Green: Overlevered PE-Owned Software Assets Are Ripe for Disruption
“I worry that a bunch of these private equity owned assets that are over levered are ripe for disruption versus like independent software companies that are focused on growth, that are trying to innovate.”
Mitchell Green Mar 24, 2026 ▶ 23:57 Why Now is the Best Time to Buy Public Software Companies · Invest Like The Best
TBPN Opinion
Stebbings: Peak PE buyouts like Anaplan and Coupa will struggle returning value
“I'm really looking at a lot of the PE board assets, your Anaplans, your Coopers of the world thinking, wow, you were bought at the height of the market. You don't have the founder as the CEO. You've lost product centricity. This is going to be a really tough s…”
Harry Stebbings Mar 25, 2025 ▶ 10:31 Harry Stebbings Talks About Reviving European Tech and Finding the 1% Founders
Incumbent market comparables de-risk business decisions for startup product teams
“When you look at, you know, bill.com, right, they're a publicly traded company, Expensify Public and Traded or Concur or Coupa. These are all like large players that are actually very motivating and largely de-risk some of the business decisions you're making.”
Geoff Charles Aug 6, 2023 ▶ 13:54 Velocity over everything: How Ramp became the fastest-growing SaaS startup ever | Geoff Charles
20VC Assertion Not checkable as stated
Bravo: Critics claim Thoma Bravo overpaid on almost every deal
“And I almost cannot tell you of a deal where a peer or competitor or an outsider, I cannot almost say one single deal where they haven't criticized us for paying too much. It's truly, truly amazing. So Coupa Anaplan and whatever other investments are no except…”
Orlando Bravo Feb 6, 2023 ▶ 30:14 Orlando Bravo: Raising Kids as a Billionaire; VC vs PE; Is Warren Buffet Wrong? | 20VC #974 · 20VC with Harry Stebbings
ALL-IN Prediction Not checkable as stated
Chamath: Coupa acquisition signals incoming wave of PE deals in tech
“And so I think Coupa is like the canary in the coal mine. It is the beginning of what I suspect is a tidal wave of PE sponsored deals in tech companies, largely SaaS, but may go into other realms.”
Chamath Palihapitiya Dec 16, 2022 ▶ 53:05 E108: Doxing debate, Nuclear fusion breakthrough, state of the markets & more
ALL-IN Assertion Supported
Sacks: Thoma Bravo bought Coupa for $8B at 10.4x trailing revenue
“So the deal happened at an eight billion dollar valuation. That was a 31% premium to the public price. It was 8.4 times next 12 months revenue. And on a trailing basis, it was about 10.4 times The last 12 months revenue.”
David Sacks Dec 16, 2022 ▶ 53:43 E108: Doxing debate, Nuclear fusion breakthrough, state of the markets & more
SAASTR Assertion Not checkable as stated
Bernshteyn: Coupa prospects froze dealmaking during month one of COVID lockdowns
“There was almost a deer in headlights moment amongst all of our, you know, the vast majority, I would say of our prospects around the world, whereas we don't know what's going to happen. So we actually need your help. You know, we need to get PPE equipment. We…”
Rob Bernshteyn Jul 29, 2020 ▶ 4:25 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Assertion Not checkable as stated
Coupa deployments average 6–9 months for enterprise, 4–5 weeks mid-market
“Well, the average is roughly six to nine months for enterprise customers, our mid-market customers, you know, four, maybe five weeks.”
Rob Bernshteyn Jul 29, 2020 ▶ 7:13 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Assertion Partly supported
Bernshteyn: Spend data showed brick-and-mortar retail declining quarters before COVID-19
“When we're looking at our business spend index, if your viewers go to spendindex.com, they can see the data on that. I mean, we've been looking to retail for three, four quarters, and it's been trending down.”
Rob Bernshteyn Jul 29, 2020 ▶ 10:27 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Disclosure
Bernshteyn: Amazon manages tens of billions of dollars through Coupa
“You know, it's interesting with Shopify and Amazon. I mean, these are our customers, you know, Amazon runs the tens of billions they managed through Coupa.”
Rob Bernshteyn Jul 29, 2020 ▶ 13:40 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Insight
Bernshteyn: Enterprise platforms must balance large-customer complexity with small-customer usability
“What we learned from our largest customers, Amazon being one and others is how to support massive complexity in the simplest way possible. And what we learned from some of our smaller customers is how to keep things very intuitive and user centric, but at the …”
Rob Bernshteyn Jul 29, 2020 ▶ 15:37 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Disclosure
Bernshteyn: Coupa has maintained financial guardrails for 45 quarters
“So we have put guardrails on the business now for 45 quarters. We've had guardrails on the business. Very, very careful and thoughtful growth, not overextending ourselves, but at the same time, careful management of sales and marketing efficiency, and then get…”
Rob Bernshteyn Jul 29, 2020 ▶ 27:15 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Assertion Not publicly verifiable
Bernshteyn: Coupa's 2009 round was $7M at a $15.5M post-money valuation
“Our first raise that, that I was involved in was, you know, was fifteen million and a half posts, right? It was I think seven million dollar raise, 15 and a half post.”
Rob Bernshteyn Jul 29, 2020 ▶ 44:56 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
SAASTR Assertion Not checkable as stated
Bernshteyn: Zero early Coupa customers used its 12-month money-back guarantee
“No, not even that material. None asked for the money back.”
Rob Bernshteyn Jul 29, 2020 ▶ 45:43 What’s Changed Since March 15 The Cloud at Hyperspeed. The World in Flux.
TOP FOUNDERS Assertion Not publicly verifiable
Coupa's ACV grew for 34 straight quarters, reaching millions in enterprise
“Well, that's gone up virtually every quarter now for 34 quarters in the mid-market, it's anywhere from, you know, 50,000 to maybe 200,000 or so dollars a year, so annual subscription. And in the enterprise, it's hundreds of thousands, in many cases, a couple o…”
Rob Bernshteyn Dec 25, 2017 ▶ 3:41 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Partly supported
Bernshteyn: Coupa raised $180M pre-IPO and holds a couple hundred million in cash
“We've raised the total of, I think now I think about a 180, and then we did an IPO. So after the IPO was about 75, we did a secondary. So a few hundred million, and you know, we've got a couple hundred million in the bank right now, too.”
Rob Bernshteyn Dec 25, 2017 ▶ 6:29 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Supported
Coupa expanded margins for 34 consecutive quarters and achieved cash flow positivity
“So we've expanded our margins for virtually every quarter for 34 quarters, both scripture margin, gross margin. And we've been now cash flow positive for the last trailing 12 months.”
Rob Bernshteyn Dec 25, 2017 ▶ 7:22 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Disclosure
Coupa operates at an internal LTV-to-CAC above 8, despite guiding lower
“Well, we've always been optimizing on LTV to CAC. So a lifetime value of a customer. And then CAC being cost of customer acquisition. So, you know, we're running really well there. It's about a, Over eight, but you know, I think of publicly we gotta be safe. W…”
Rob Bernshteyn Dec 25, 2017 ▶ 7:58 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
SaaS founders should prioritize product stickiness over CAC payback periods
“I would much more have them, I would suggest for them to focus much more on how sticky their product is, because I get the point of getting their money back and recovering and the importance of that, but if they turn after three years or four years, eventually…”
Rob Bernshteyn Dec 25, 2017 ▶ 9:08 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Supported
Coupa achieves 95% gross and 110% net revenue retention
“So our revenue retention is been roughly around 95% for years. And with add on business, which we're not focused on at all, it's nearly about a 110%.”
Rob Bernshteyn Dec 25, 2017 ▶ 10:13 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
SaaS magic numbers above 1.0 show underinvestment; below 0.5 show risk
“If you're sort of over one on SAS magic number, you're under pressing into the market, you're below .5, you're kind of risky and you could argue maybe even buying the business. So you could stay at kind of .75, you know, if you're a little overall efficient, i…”
Rob Bernshteyn Dec 25, 2017 ▶ 11:25 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Partly supported
Coupa's gross margins expanded from 30% to nearly 70%
“We didn't know that gross margins have carefully expanded also for about 34. I mean, they were at a 30% now, you know, we're touching 70%. Subscription is 90 something. So we don't have an issue there.”
Rob Bernshteyn Dec 25, 2017 ▶ 12:48 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Disclosure
Coupa targets sustained 30% revenue growth with 90% recurring revenue
“Well, we've been growing, you know, forty-something percent, but, you know, we run the business on a couple of different levers. I mean, one is sustained 30% plus growth rate, and about 90% of our revenue is recurring, so that's, that makes the business, you k…”
Rob Bernshteyn Dec 25, 2017 ▶ 13:48 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Not checkable as stated
Coupa shrank from 19 to 6 employees during its 2009 turnaround
“No, actually one gentleman from Oracle left, started the company. They got it to about 19 people. And that's why I said to you, January or nine, that's why I came in. Remember that was a very tough time. I've taken the company down a lot. And three months late…”
Rob Bernshteyn Dec 25, 2017 ▶ 16:57 884 SaaS: From Startup to $1b+ IPO, the Coupa Story
TOP FOUNDERS Assertion Supported
Coupa priced its IPO at a unicorn valuation, avoiding a down round
“No, no, no. That's not our good either. We were somewhere in that same neighborhood. It was just like roughly unicorn kind of thing. And we entered in at the same place and then it went up to I don't know, 1.7 billion or something. And it's, so it's been aroun…”
Rob Bernshteyn Dec 25, 2017 ▶ 20:00 884 SaaS: From Startup to $1b+ IPO, the Coupa Story

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