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Disclosure
Figma sets average enterprise sales quotas at 3x to 4x OTE
“An average enterprise rep here might have three to four X their OTE for a quota, and we're happy with that.”
Sean Boscanian Mar 21, 2026 ▶ 0:18 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Insight
Management frequently sets sales quotas too high, admits Figma CRO
“I agree, with the exception of, what if we got it wrong? What if we got the quota wrong? What if we set it too high? And that happens. It truly does.”
Sean Boscanian Mar 21, 2026 ▶ 52:06 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Insight
Prioritize deal-closing experience over industry domain knowledge when hiring sales reps
“I, if those are the two options to choose from, I would take the person with the experience doing the deal, because I think the industry experience you can teach with, to the person who's got, you know, the right willingness to learn and the curiosity, and obv…”
Sean Boscanian Mar 21, 2026 ▶ 27:07 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Insight
Candidates who pit competing offers against a company pose retention risks
“If at the end of a process, you know, with Figma spending a couple of weeks doing all this work if you're not like, all right, I'm in. I want to do this. It tends to be a little bit of a yellow flag for me. And if they're actively trying to pit you against a, …”
Sean Boscanian Mar 21, 2026 ▶ 32:47 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Disclosure
Figma operates without a traditional customer success team, says CRO Boscanian
“We don't actually have a traditional CS team.”
Sean Boscanian Mar 21, 2026 ▶ 7:52 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Disclosure
Figma operates without traditional sales development representatives, says CRO Boscanian
“We also don't have traditional SDRs.”
Sean Boscanian Mar 21, 2026 ▶ 13:34 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Opinion
Figma CRO has a visceral negative reaction to jumpy sales resumes
“I have a usually a pretty visceral reaction to people who are super jumpy, you know, in terms of a resume.”
Sean Boscanian Mar 21, 2026 ▶ 28:24 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Disclosure
Rajaram achieved a 500x to 1,000x return on his Figma angel investment
“Five of, between 500 and a thousand X at the time of IPO, but it has sadly gone down since then.”
Gokul Rajaram Mar 16, 2026 ▶ 1:15:28 Gokul Rajaram: How to Analyse for Durability and Defensibility in a World of AI · 20VC with Harry Stebbings
Disclosure
Clements: Accel is not in Figma, calls company oversold
“We are not a part of Figma, but have a lot of respect for that company. But I know that Dylan is a generational founder, and it's a very important company with an incredible financial profile, and it just feels for a lot of ways, for a lot of reasons, oversold…”
Miles Clements Mar 9, 2026 ▶ 46:58 "Cursor is Dead" is Total BS: Here is Why | Miles Clements · 20VC with Harry Stebbings
Prediction Not checkable as stated
Product designers will abandon static pixels to design directly in code
“I think so, to be honest. I think that the role of a designer will be as important as it is today, maybe even more, but I think that the tools that we use will evolve. And so you won't work on pixels and then code, but you will likely merge the two things.”
Federico Simionato Dec 5, 2025 ▶ 27:12 20VC: Inside Bending Spoons Acquisition Machine: Evernote, Eventbrite, Vimeo | How Evernote Evaluates Acquisitions and New Product Ideas | How Evernote Mastered Product Launches, User Retention and Monetisation with Federico Simionato
Assertion Supported
Jason Lemkin: Public software multiples jump sharply above 20% and 30% growth
“If you're growing less than 20% of a cherry pick basket, 5.1 X AR, Wix is lower. It's not in my basket. 20 to 30, 11.8 X AR. And then the 30% plus, which is Rubrik, Palantir and Figma, average 23.7 X AR, but Palantir and Rubrik push that up.”
Jason Lemkin Nov 27, 2025 ▶ 1:04:20 Anthropic Raises $30B from Microsoft & NVIDIA & NVIDIA’s Core Business Faces TPU Threat · 20VC with Harry Stebbings
Assertion Supported
Randle: Figma investment at 100x ARR generated a 30-40x return
“One of the first hundred X deals, I think, in SaaS, and people were like, a hundred X ARR, what the hell? And obviously it ended up being, you know, I don't know, 30, 40 X, unbelievable investment.”
Everett Randle Nov 10, 2025 ▶ 52:55 Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
Assertion Open
O'Driscoll: Figma's 250% IPO pop was largest since 1999
“Instead of getting, let's call it, the designed 15, 20% pop that makes everyone feel good, you ended up with this absurd 250% pop, right, which is clearly off the charts. I mean, I think it's the largest pop since 1999.”
Rory O'Driscoll Aug 7, 2025 ▶ 6:48 Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings
Assertion Open
Halligan: Figma CEO Dylan Field decided IPO pricing, not bankers
“The founders make the decision on what the price is. So Dylan decided at the end of the day.”
Brian Halligan Aug 7, 2025 ▶ 4:57 Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings
Assertion Not checkable as stated
O'Driscoll: Figma IPO Buyers Set Exit Price Targets Under $110
“All those big buyers who came in at Figma at 38, before they buy, they have an internal process with a price target to exit. None of those price targets are going to be more than a 110 bucks a share.”
Rory O'Driscoll Aug 7, 2025 ▶ 10:40 Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings
Assertion Partly supported
Index Ventures Is the Largest Shareholder in Figma, Dream Games, and Wiz
“Largest shareholder in Figma, largest shareholder in Dream Games, largest shareholder in Wiz you know, second largest shareholder in Scale.ai, Revolut.”
Miles Dieffenbach Aug 4, 2025 ▶ 42:45 Miles Dieffenbach: Inside Carnegie Mellon’s $4BN Endowment & The Math Behind DPI, TVPI, Illiquidity · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: Figma will price well and pop on its IPO
“My sense is it's hard not to imagine this thing pricing and then popping very well because the structure of how they went at it is such that they will almost certainly be that money left on the table feeling”
Rory O'Driscoll Jul 31, 2025 ▶ 1:06:33 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Insight
Mohan: Design-to-code tools address a tiny fraction of software engineering
“The things that the lovables and figmas do as like maybe a very small fraction of what software is. Like ultimately, like most software is not just like a website that, that it has like some backend attached to it.”
Varun Mohan Jun 2, 2025 ▶ 35:58 Windsurf CEO & Co-Founder, Varun Mohan: AI's Biggest Acquisition to Date! · 20VC with Harry Stebbings
Assertion Supported
Yamashita: Figma's early Make Design feature merely matched prompts to templates
“We had worked on some AI features the year before, which at the time we had called make design, where you can go from a prompt and it would generate some designs on the canvas. And it was a pretty simple feature. You write some prompts and then it would use so…”
Yuhki Yamashita May 16, 2025 ▶ 28:32 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Assertion Supported
Yamashita: Code is the primary source of truth in Figma Make
“In Figma make, source of truth is code, and we figure out how to take your design, translate it into code, and then let you iterate via code, because code is so expressive.”
Yuhki Yamashita May 16, 2025 ▶ 17:43 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Insight
Yamashita: Observing User Hacks Reveals Real Signal for Product Roadmaps
“It's important to observe how people hack your product, you know, use that as inspiration, because that's real signal, right? They're going out of their way to demonstrate to you that they have a need, even though you're not delivering on it.”
Yuhki Yamashita May 16, 2025 ▶ 7:17 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Opinion
Yamashita: Gap between design and production code is primarily a bug
“I would say it's primarily bugged today. Perhaps at times masquerading as a feature because I think designers are always designing ahead, right? So they're always thinking about v one, v two, v next. And so as a result of that, it is natural for the designs to…”
Yuhki Yamashita May 16, 2025 ▶ 45:49 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Prediction Not checkable as stated
Yamashita: Future product building tools must support multiple entry points
“The future has to be one where there are many entry points because building a product is just necessarily this very Complex, multifaceted thing.”
Yuhki Yamashita May 16, 2025 ▶ 16:00 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Insight
Yamashita: Products requiring tutorials to explain value signal design failure
“All too often people end up kind of having to walk people through, okay, this tutorial of like, let me just explain to you why this product is better. And to me, that's not just a story. It's also kind of a constraint in the design. Like you're maybe not pushi…”
Yuhki Yamashita May 16, 2025 ▶ 13:06 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Disclosure
Hyatt: I passed on pre-launch Figma due to high valuation and check size
“Mine is Figma. It was quite a while ago now. It was still pre-launch, so it was trying to write like a very large check pre-launch.”
Nabeel Hyatt Feb 3, 2025 ▶ 41:02 Nabeel Hyatt, GP @ Spark Capital: To Win in AI, Investors Need to Change Their Approach | E1255 · 20VC with Harry Stebbings
Disclosure
Hamid: KP's Figma deal was contentious at $500k ARR and $110M valuation
“You know, actually Figma was quite contentious. Yeah, it was, yeah. Because to your point, around like half a million of AR at a 110, 15 post, whatever it was at the time it was really like the same thing. There's Envision, there's Sketch. This company's been …”
Mamoon Hamid Oct 21, 2024 ▶ 51:24 Mamoon Hamid: AI - Where Value Accrues, Startups vs Incumbents & Scaling Laws | E1217 · 20VC with Harry Stebbings
Insight
Kaz Nejatian: Figma survived its failed acquisition by acting like it never happened
“Companies that usually, like, usually mergers that fall apart or acquisitions that fall apart end up with in a really bad place because companies just typically have checked out by the time the acquisition happens. Figma is thriving. And I think they're thrivi…”
Kaz Nejatian Aug 14, 2024 ▶ 1:04:54 Kaz Nejatian: How Shopify Built a $90BN Business to Last 100 Years | E1189 · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: Figma competed only with an abandoned $30M Adobe product line
“Figma was directly destroying a thirty million dollar product line that Adobe had abandoned, ok, with XD sketch or whatever it's called.”
Jason Lemkin Jul 24, 2024 ▶ 5:28 Jason Lemkin: Crowdstrike, WTF Happens From Here? Wiz Rejects Google’s $23BN Acquisition Offer|E1181 · 20VC with Harry Stebbings
Disclosure
Grady: Sequoia looked at and passed on Figma's Series B
“And I think about the series B in Figma, which is a round that we looked at and passed on.”
Pat Grady Jul 8, 2024 ▶ 25:07 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Opinion
Brenner: European regulatory intervention by CMA stifles innovation and competition
“Too much regulations could just gonna stiffer innovation. And what we've seen here, where they just extrapolate them, making up their own opinions with CMA and in firms of Figma maybe competing in the future. I think it's totally wrong and it was stiff for com…”
Johan Brenner Feb 16, 2024 ▶ 54:57 Christian Hecker & Johan Brenner: The Biggest Fundraising Lessons Having Raised $1.3BN | E1116 · 20VC with Harry Stebbings
Insight
Will Wu: Product teams should prototype with code, not just Figma
“I'm a huge fan of rapid prototyping, like not just creating interactive Figma mockups that you can click on, but literal prototyping with real software code so that you can just rapidly experiment and feel out using your intuition and your instinct”
Will Wu Feb 2, 2024 ▶ 22:45 Will Wu: Top Five Product Lessons from Creating Snapchat "Discover" and "Chat" | E1111 · 20VC with Harry Stebbings
Opinion
Rabois: FTC's Adobe-Figma challenge was standard antitrust enforcement
“Figma in some ways was easier case for the government in the FTC, which has been very aggressive than many other cases. You know, Figma Is competitive with Adobe's products. Like at the end of the day, that's not like a stretch where the FCC has been taking so…”
Keith Rabois Jan 12, 2024 ▶ 1:09:59 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Insight
Stebbings: Allocating reserves based on early traction misses generational enterprise companies
“What's working often is unsustainable, and it's your sneaks, your figmas, your big IDs, which actually may take a bit longer. But you wouldn't allocate to them if you were doing it on traction.”
Harry Stebbings Oct 27, 2023 ▶ 39:57 Ed Sim: Why Seed Has Never Been More Competitive & Why Pricing Has Never Been Higher | E1076 · 20VC with Harry Stebbings
Opinion
Stebbings: Portfolio enterprise value is a bullshit metric for VC funds
“I think the enterprise value of, like, portfolio companies is Total bullshit though, too, because it's like, I could invest in, you know, Figma and the Series E. Fair enough. And then it's like, we've created thirty-five billion dollars, and you're like, come …”
Harry Stebbings Sep 6, 2023 ▶ 1:00:17 Nikhil Basu Trivedi: Why 99% of AI Investments Will Go Bust | E1057 · 20VC with Harry Stebbings
Disclosure
Basu Trivedi passed on early Figma rounds for lacking product-market fit
“This comes back to my bias around wanting to see some early signs of product market fit before investing, and Figma did not have a launched product. Before its first couple of venture rounds.”
Nikhil Basu Trivedi Sep 6, 2023 ▶ 51:53 Nikhil Basu Trivedi: Why 99% of AI Investments Will Go Bust | E1057 · 20VC with Harry Stebbings
Opinion
Figma Equity Is Virtually Guaranteed Value Compared to Unknown Startups
“200,000 dollars of equity at Figma is going to be very different than 200,000 dollars at Maybe a small company that doesn't have a good chance of success. And is probably either going to get acquired for a nominal amount or just fizzle out because you know wha…”
Maggie Hott Dec 15, 2022 ▶ 1:01:31 Maggie Hott: 3 Questions You Must Ask When Interviewing Sales Reps | 20VC #960 · 20VC with Harry Stebbings
Opinion
Herzberg: Figma and Notion have executed the best recent sales strategies
“Figma and Notion. Community first. Welcome sales assist. Impassioned user base.”
Dannie Herzberg Feb 2, 2022 ▶ 43:21 20 Sales: How To Build Sales Teams with a Product-Led-Growth GTM, What is a Sales Hiring Scorecard and How To Construct Yours & How To Structure the Onboarding Process for all New Sales Hires with Dannie Herzberg, Partner @ Sequoia Capital
Prediction Held up
Figma's $10B valuation is just the floor for the company
“You know, we're now a ten billion dollar company with the most recent fundraise, but we also genuinely think that that's just the floor. I mean, Figma is going to be a massive company and we're just getting started.”
Kyle Parrish Dec 8, 2021 ▶ 31:40 20 Sales: When To Hire Your Head of Sales/ First Reps, What To Look for in 10x Sales Candidates, How To Structure The Hiring Process, How To Onboard New Reps Efficiently, How To Set First Quotas and more with Kyle Parrish, Figma's VP Sales
Insight
Hire a sales leader before expanding to three or more reps
“I think if you have hit some level of product market fit, you're seeing traction. You know that there is a market to go grab, and it's a speed game. And like, we need to go do it fast. And you're like, I think that we can support having five salespeople, even,…”
Kyle Parrish Dec 8, 2021 ▶ 6:36 20 Sales: When To Hire Your Head of Sales/ First Reps, What To Look for in 10x Sales Candidates, How To Structure The Hiring Process, How To Onboard New Reps Efficiently, How To Set First Quotas and more with Kyle Parrish, Figma's VP Sales
Insight
Dylan Field: Scaling companies cannot operate fully synchronously or fully asynchronously
“I think to scale, you can't really be all sync, because then you have challenges around how you communicate and how you make decisions, but you also can't be async, otherwise you lack connection, you lack spontaneity.”
Dylan Field Dec 14, 2020 ▶ 17:43 20VC: Figma Founder, Dylan Field on How Leadership Needs To Evolve with Scale, The Transition from Application to Platform & The Future of Remote Work, Education and Digital Spaces
Prediction Not checkable as stated
Dylan Field: Figma aims to own the complete design lifecycle by 2030
“I think that there's an opportunity for us to totally own and support the design process and life cycle. So everything from idea to mock-up to research and consolidation to prototyping all the way production.”
Dylan Field Dec 14, 2020 ▶ 27:22 20VC: Figma Founder, Dylan Field on How Leadership Needs To Evolve with Scale, The Transition from Application to Platform & The Future of Remote Work, Education and Digital Spaces
Disclosure
Lauritsen: Legora still uses Figma for design system consistency and UI standards
“We still use Figma, yes. I know where you're going with this. As soon as you start building a system that's larger than something very small, you want consistency, and you want to have a design language and all that kind of stuff, and so you need somewhere to …”
Jacob Lauritzen Jun 6, 2026 ▶ 14:24 Inside Legora's Tech Stack: Why Token Maxing is Failing Enterprise Startups | Legora CTO · 20VC with Harry Stebbings
Disclosure
Stebbings: Sold Figma position at a 40% loss
“While you guys were doing my Skydio, I just sold Figma, 40% down.”
Harry Stebbings Apr 30, 2026 ▶ 1:26:00 Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings
Assertion Not checkable as stated
Figma supports 500,000 customers with roughly 300 quota-carrying sales reps
“You've got a half million customers you're trying to support with, I don't know, 300 quarter carrying reps, whatever the number is, like, you're pretty freaking efficient already.”
Sean Boscanian Mar 21, 2026 ▶ 37:11 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Assertion Not checkable as stated
Most Figma sales reps operate a traditional enterprise sales motion
“SMB, that's the PLG motion, everything else is sales led. Everything else we do, mid-market, enterprise strat, which is the majority of our team and the reps that we have, it's running like a very traditional SaaS sales business.”
Sean Boscanian Mar 21, 2026 ▶ 19:28 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Assertion Supported
Figma has never organized its sales force into industry vertical teams
“At Figma we to this day have not actually done any type of like industry based teams”
Sean Boscanian Mar 21, 2026 ▶ 58:35 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Assertion Supported
Figma requires sales candidates to complete practical discovery and demo exercises
“So we always make people do, you know, a challenge or an exercise at the end that requires some heavy lifting in terms of like learning a bit about our business but also showing off your, you know, basic sales skills run discovery.”
Sean Boscanian Mar 21, 2026 ▶ 30:11 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Disclosure
Figma enterprise reps focus on account expansion over net-new logos
“The job of a sales rep, they get their book of accounts, right? And every year we've created more focus around them and we've done, we've had to do ruthless prioritization on like which accounts are we going to really go deep on. But once they get their accoun…”
Sean Boscanian Mar 21, 2026 ▶ 19:56 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
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