Apr 13, 2022 · 29m · 20vc

20VC Exclusive: Fast's Domm Holland on What Really Happened at Fast? Were they really Burning $10M per Month? Where did Bolt Succeed Where Fast Did Not? What is It Really Like To Have Stripe Invest in your Company?

Dom Holland · 18m spoken Harry Stebbings · 9m spoken
0:00 / 0:00

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In this episode of 20VC, Harry Stebbings interviews Fast co-founder Dom Holland to uncover the real causes behind Fast's high-profile shutdown, separate press rumors from operational realities, and extract critical startup lessons.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 32.5% of the talking time here. How this is scored →

Harry as informed peer 4.4 Guest teaching 4.1 Guest disagreement 3.4 Harry pushing back 4.9
05100:0010:0020:002:59–6:22 · Harry as informed peer 5/10 Dom Holland's Origins in Technology and Entrepreneurship Stebbings initiates by directly confronting Holland about lingering industry rumors regarding his failed Australian startup Tow. Holland re-frames the story by explaining the government contract dispute details and how unpaid sub-contractor bills led to insolvency.6:22–10:43 · Harry as informed peer 6/10 The Reality of Fast's High Burn Rate and Downfall Stebbings interrupts to challenge Holland on whether extravagant spend like sponsoring race cars inflated burn rate. Holland forcefully rejects the premise, countering that over 80% of costs were payroll and that media burn numbers were wildly inaccurate.10:43–13:34 · Harry as informed peer 3/10 Building in Public, Profile Dynamics, and Press Backlash Stebbings asks if Holland regrets his vocal public persona given the ensuing media pile-on. Holland explains that high-profile figures are inherently polarizing and accepts press scrutiny as an inevitable byproduct of building in public.13:34–16:05 · Harry as informed peer 4/10 Handling Offboarding and Layoff Logistics Under Virtual Constraints Stebbings brings up allegations of poor layoff execution and Ryan Breslow's claims about Stripe acting maliciously. Holland dismisses the layoff criticisms as logistics of remote work across 20 states and explicitly defends Stripe's conduct.16:05–18:26 · Harry as informed peer 4/10 Competitive Differences Between Fast and Bolt Stebbings asks why competitor Bolt survived while Fast collapsed. Holland educates Stebbings on Bolt's 5-year head start on legacy fraud product revenue, which allowed them to raise capital during the bull market off non-checkout revenue.18:26–23:00 · Harry as informed peer 8/10 Retrospective Lessons, Burn Reduction, and Board Dynamics Stebbings aggressively pushes back on Holland's timeline, demanding to know why the board didn't drastically slash headcount in January to extend runway by 10 months. Holland concedes the point and places the responsibility on insider board dynamic preferences.23:01–25:04 · Harry as informed peer 3/10 Personal Emotional Resilience and Founder Support Networks Stebbings offers personal advice regarding emotional strain and being the rock, while Holland explains his personal background as an Australian male who handles hardship internally rather than writing public sympathy blog posts.25:04–26:38 · Harry as informed peer 2/10 Next Chapter and Entrepreneurial Ambitions The interview wraps up amicably as Holland discusses plans for his next venture and Stebbings acknowledges moving away from his usual friendly interviewing style to ask hard questions.2:59–6:22 · Guest teaching 5/10 Dom Holland's Origins in Technology and Entrepreneurship Stebbings initiates by directly confronting Holland about lingering industry rumors regarding his failed Australian startup Tow. Holland re-frames the story by explaining the government contract dispute details and how unpaid sub-contractor bills led to insolvency.6:22–10:43 · Guest teaching 6/10 The Reality of Fast's High Burn Rate and Downfall Stebbings interrupts to challenge Holland on whether extravagant spend like sponsoring race cars inflated burn rate. Holland forcefully rejects the premise, countering that over 80% of costs were payroll and that media burn numbers were wildly inaccurate.10:43–13:34 · Guest teaching 4/10 Building in Public, Profile Dynamics, and Press Backlash Stebbings asks if Holland regrets his vocal public persona given the ensuing media pile-on. Holland explains that high-profile figures are inherently polarizing and accepts press scrutiny as an inevitable byproduct of building in public.13:34–16:05 · Guest teaching 4/10 Handling Offboarding and Layoff Logistics Under Virtual Constraints Stebbings brings up allegations of poor layoff execution and Ryan Breslow's claims about Stripe acting maliciously. Holland dismisses the layoff criticisms as logistics of remote work across 20 states and explicitly defends Stripe's conduct.16:05–18:26 · Guest teaching 7/10 Competitive Differences Between Fast and Bolt Stebbings asks why competitor Bolt survived while Fast collapsed. Holland educates Stebbings on Bolt's 5-year head start on legacy fraud product revenue, which allowed them to raise capital during the bull market off non-checkout revenue.18:26–23:00 · Guest teaching 3/10 Retrospective Lessons, Burn Reduction, and Board Dynamics Stebbings aggressively pushes back on Holland's timeline, demanding to know why the board didn't drastically slash headcount in January to extend runway by 10 months. Holland concedes the point and places the responsibility on insider board dynamic preferences.23:01–25:04 · Guest teaching 2/10 Personal Emotional Resilience and Founder Support Networks Stebbings offers personal advice regarding emotional strain and being the rock, while Holland explains his personal background as an Australian male who handles hardship internally rather than writing public sympathy blog posts.25:04–26:38 · Guest teaching 2/10 Next Chapter and Entrepreneurial Ambitions The interview wraps up amicably as Holland discusses plans for his next venture and Stebbings acknowledges moving away from his usual friendly interviewing style to ask hard questions.2:59–6:22 · Guest disagreement 2/10 Dom Holland's Origins in Technology and Entrepreneurship Stebbings initiates by directly confronting Holland about lingering industry rumors regarding his failed Australian startup Tow. Holland re-frames the story by explaining the government contract dispute details and how unpaid sub-contractor bills led to insolvency.6:22–10:43 · Guest disagreement 7/10 The Reality of Fast's High Burn Rate and Downfall Stebbings interrupts to challenge Holland on whether extravagant spend like sponsoring race cars inflated burn rate. Holland forcefully rejects the premise, countering that over 80% of costs were payroll and that media burn numbers were wildly inaccurate.10:43–13:34 · Guest disagreement 3/10 Building in Public, Profile Dynamics, and Press Backlash Stebbings asks if Holland regrets his vocal public persona given the ensuing media pile-on. Holland explains that high-profile figures are inherently polarizing and accepts press scrutiny as an inevitable byproduct of building in public.13:34–16:05 · Guest disagreement 4/10 Handling Offboarding and Layoff Logistics Under Virtual Constraints Stebbings brings up allegations of poor layoff execution and Ryan Breslow's claims about Stripe acting maliciously. Holland dismisses the layoff criticisms as logistics of remote work across 20 states and explicitly defends Stripe's conduct.16:05–18:26 · Guest disagreement 4/10 Competitive Differences Between Fast and Bolt Stebbings asks why competitor Bolt survived while Fast collapsed. Holland educates Stebbings on Bolt's 5-year head start on legacy fraud product revenue, which allowed them to raise capital during the bull market off non-checkout revenue.18:26–23:00 · Guest disagreement 4/10 Retrospective Lessons, Burn Reduction, and Board Dynamics Stebbings aggressively pushes back on Holland's timeline, demanding to know why the board didn't drastically slash headcount in January to extend runway by 10 months. Holland concedes the point and places the responsibility on insider board dynamic preferences.23:01–25:04 · Guest disagreement 2/10 Personal Emotional Resilience and Founder Support Networks Stebbings offers personal advice regarding emotional strain and being the rock, while Holland explains his personal background as an Australian male who handles hardship internally rather than writing public sympathy blog posts.25:04–26:38 · Guest disagreement 1/10 Next Chapter and Entrepreneurial Ambitions The interview wraps up amicably as Holland discusses plans for his next venture and Stebbings acknowledges moving away from his usual friendly interviewing style to ask hard questions.2:59–6:22 · Harry pushing back 6/10 Dom Holland's Origins in Technology and Entrepreneurship Stebbings initiates by directly confronting Holland about lingering industry rumors regarding his failed Australian startup Tow. Holland re-frames the story by explaining the government contract dispute details and how unpaid sub-contractor bills led to insolvency.6:22–10:43 · Harry pushing back 7/10 The Reality of Fast's High Burn Rate and Downfall Stebbings interrupts to challenge Holland on whether extravagant spend like sponsoring race cars inflated burn rate. Holland forcefully rejects the premise, countering that over 80% of costs were payroll and that media burn numbers were wildly inaccurate.10:43–13:34 · Harry pushing back 4/10 Building in Public, Profile Dynamics, and Press Backlash Stebbings asks if Holland regrets his vocal public persona given the ensuing media pile-on. Holland explains that high-profile figures are inherently polarizing and accepts press scrutiny as an inevitable byproduct of building in public.13:34–16:05 · Harry pushing back 5/10 Handling Offboarding and Layoff Logistics Under Virtual Constraints Stebbings brings up allegations of poor layoff execution and Ryan Breslow's claims about Stripe acting maliciously. Holland dismisses the layoff criticisms as logistics of remote work across 20 states and explicitly defends Stripe's conduct.16:05–18:26 · Harry pushing back 3/10 Competitive Differences Between Fast and Bolt Stebbings asks why competitor Bolt survived while Fast collapsed. Holland educates Stebbings on Bolt's 5-year head start on legacy fraud product revenue, which allowed them to raise capital during the bull market off non-checkout revenue.18:26–23:00 · Harry pushing back 9/10 Retrospective Lessons, Burn Reduction, and Board Dynamics Stebbings aggressively pushes back on Holland's timeline, demanding to know why the board didn't drastically slash headcount in January to extend runway by 10 months. Holland concedes the point and places the responsibility on insider board dynamic preferences.23:01–25:04 · Harry pushing back 3/10 Personal Emotional Resilience and Founder Support Networks Stebbings offers personal advice regarding emotional strain and being the rock, while Holland explains his personal background as an Australian male who handles hardship internally rather than writing public sympathy blog posts.25:04–26:38 · Harry pushing back 2/10 Next Chapter and Entrepreneurial Ambitions The interview wraps up amicably as Holland discusses plans for his next venture and Stebbings acknowledges moving away from his usual friendly interviewing style to ask hard questions.

speaking balance: gold is Harry, purple is the guest (3 minute bins)

0:00 · Harry 96.4% · guest 3.6%0:00 · Harry 96.4% · guest 3.6%3:00 · Harry 15% · guest 85%3:00 · Harry 15% · guest 85%6:00 · Harry 21.5% · guest 78.5%6:00 · Harry 21.5% · guest 78.5%9:00 · Harry 13.4% · guest 86.6%9:00 · Harry 13.4% · guest 86.6%12:00 · Harry 6.9% · guest 93.1%12:00 · Harry 6.9% · guest 93.1%15:00 · Harry 15.8% · guest 84.2%15:00 · Harry 15.8% · guest 84.2%18:00 · Harry 10.7% · guest 89.3%18:00 · Harry 10.7% · guest 89.3%21:00 · Harry 36.2% · guest 63.8%21:00 · Harry 36.2% · guest 63.8%24:00 · Harry 27.7% · guest 72.3%24:00 · Harry 27.7% · guest 72.3%27:00 · Harry 100% · guest 0%27:00 · Harry 100% · guest 0%
Sharpest disagreement ▶ 8:12 Holland refutes marketing spend accusations

Holland flatly disagrees with Stebbings' framing that PR events and race car sponsorships drove burn, insisting that over 80 percent of costs were strictly compensation and headcount.

Hardest push from Harry ▶ 21:21 Stebbings demands why burn wasn't cut immediately in January

Stebbings refuses to accept the excuse of bad market conditions, challenging Holland on why he didn't aggressively slash headcount in January to buy 10 months of runway.

Biggest teaching moment ▶ 17:00 Holland explains Bolt's legacy revenue structure

Holland provides insider context on competitor Bolt, educating the host on how Bolt used 5 years of legacy fraud product revenue to raise capital rather than pure one-click checkout traction.

Harry holds his own ▶ 22:23 Stebbings demonstrates insider knowledge of venture board management

Stebbings uses his experience as a VC investor to detail exactly how the board should have handled insider bridge funding and runway extension rather than relying on external leads.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Dom Holland's Origins in Technology and Entrepreneurship 5526 Stebbings initiates by directly confronting Holland about lingering industry rumors regarding his failed Australian startup Tow. Holland re-frames the story by explaining the government contract dispute details and how unpaid sub-contractor bills led to insolvency.
The Reality of Fast's High Burn Rate and Downfall 6677 Stebbings interrupts to challenge Holland on whether extravagant spend like sponsoring race cars inflated burn rate. Holland forcefully rejects the premise, countering that over 80% of costs were payroll and that media burn numbers were wildly inaccurate.
Building in Public, Profile Dynamics, and Press Backlash 3434 Stebbings asks if Holland regrets his vocal public persona given the ensuing media pile-on. Holland explains that high-profile figures are inherently polarizing and accepts press scrutiny as an inevitable byproduct of building in public.
Handling Offboarding and Layoff Logistics Under Virtual Constraints 4445 Stebbings brings up allegations of poor layoff execution and Ryan Breslow's claims about Stripe acting maliciously. Holland dismisses the layoff criticisms as logistics of remote work across 20 states and explicitly defends Stripe's conduct.
Competitive Differences Between Fast and Bolt 4743 Stebbings asks why competitor Bolt survived while Fast collapsed. Holland educates Stebbings on Bolt's 5-year head start on legacy fraud product revenue, which allowed them to raise capital during the bull market off non-checkout revenue.
Retrospective Lessons, Burn Reduction, and Board Dynamics 8349 Stebbings aggressively pushes back on Holland's timeline, demanding to know why the board didn't drastically slash headcount in January to extend runway by 10 months. Holland concedes the point and places the responsibility on insider board dynamic preferences.
Personal Emotional Resilience and Founder Support Networks 3223 Stebbings offers personal advice regarding emotional strain and being the rock, while Holland explains his personal background as an Australian male who handles hardship internally rather than writing public sympathy blog posts.
Next Chapter and Entrepreneurial Ambitions 2212 The interview wraps up amicably as Holland discusses plans for his next venture and Stebbings acknowledges moving away from his usual friendly interviewing style to ask hard questions.

Statements from this episode (17)

Opinion
Holland: Tech industry no longer embraces startup failure like it used to
“We really aren't embracing failure anymore, right, in anywhere to the same degree that we were.”
Dom Holland Apr 13, 2022 ▶ 4:23
Assertion Partly supported
Holland: Queensland government refused to pay Tow $17 million owed
“The government didn't want to pay for about seventeen million dollars worth of tows and impounds that we did for them.”
Dom Holland Apr 13, 2022 ▶ 4:54
Assertion Not publicly verifiable
Holland: Fast doubled its burn rate over final quarters of 2021
“Over the last two quarters of 21, we basically doubled our burn.”
Dom Holland Apr 13, 2022 ▶ 6:58
Assertion Not publicly verifiable
Holland: Over 80% of Fast's burn went to compensation and healthcare
“The vast majority of our burn came directly from people. Like, well over 80% of our cost space was just wages, health care benefits, over 80%.”
Dom Holland Apr 13, 2022 ▶ 8:15
Assertion Not publicly verifiable
Holland: Fast never burned $10 million a month despite media reports
“The burn that's being reported by the media is not the real burn. Our burn was much lower. It was significantly lower. We've never done ten million dollars a month of burn before, right?”
Dom Holland Apr 13, 2022 ▶ 10:11
Disclosure
Holland: I stopped reading all media coverage about myself years ago
“Years ago, I stopped reading, reading the articles. The good or the bad. Doesn't matter. I don't want to see it. I don't care how nice they're being. If they're glorifying us, I don't read it. Same thing for the nasty ones.”
Dom Holland Apr 13, 2022 ▶ 12:52
Assertion Not publicly verifiable
Holland: Fast acqui-hire absorbed hundreds of staff without formal interviews
“In the end, when it just was clear that cost pace wouldn't work, like I said, we firm aqua hired the company. We picked a company that would take on a huge amount of our team. Hundreds of people. It's not often you have a team so good that Another company will…”
Dom Holland Apr 13, 2022 ▶ 14:00
Assertion Not checkable as stated
Holland: Stripe never engaged in mob attacks or criminality against Fast
“I have never once witnessed a mob attack by Stripe or any sort of organized criminality of any type, I'll tell you.”
Dom Holland Apr 13, 2022 ▶ 15:24
Assertion Supported
Holland: Excessive burn rate killed Fast, not investor Stripe
“Having Stripe as an investor isn't what killed our company. Having too high a burn is what killed our company. There's just no other way to put it.”
Dom Holland Apr 13, 2022 ▶ 15:35
Assertion Not checkable as stated
Holland: Fast's largest merchant was twice the size of Bolt's
“In January, we onboarded our first Billion dollar merchant. There were 50 X the size of our second biggest merchant. Twice the size of Bolt's biggest live customer, right? More than twice the size.”
Dom Holland Apr 13, 2022 ▶ 17:03
Assertion Not checkable as stated
Holland: Bolt raised checkout funding using legacy fraud product revenue
“And what happened was that revenue from the last couple of years wasn't for one click checkout. It was for their sort of old fraud checkout form thing, right? And, but they were able to raise a lot of money last year, now selling one click checkout, save one c…”
Dom Holland Apr 13, 2022 ▶ 17:38
Opinion
Holland: Checkout startup Bolt has yet to prove product-market fit
“I think that they still are yet to kind of prove out their product market fit.”
Dom Holland Apr 13, 2022 ▶ 18:14
Assertion Not checkable as stated
Holland: 50 companies reached out to buy Fast's product or IP
“From a product standpoint, I've had probably 50 companies aggressively reaching out to me, wanting to buy the product, wanting to buy the IP, wanting to build it again, me to come and launch a new division to build the same thing under their company.”
Dom Holland Apr 13, 2022 ▶ 19:03
Prediction Not checkable as stated
Holland: Next venture will maintain an exponentially lower burn rate
“I would absolutely keep burn a lot lower is a significantly lower exponentially lower.”
Dom Holland Apr 13, 2022 ▶ 19:30
Assertion Not checkable as stated
Holland: Fast had $8B in signed enterprise deals when it shut down
“We had won, we had eight billion dollars of enterprise merchants in signed deals that we were onboarding.”
Dom Holland Apr 13, 2022 ▶ 21:41
Assertion Not checkable as stated
Holland: Fast's insider investors refused to lead bridge round to extend runway
“I think our insiders just really wanted to see external investors come in and lead that process, and them to participate, but other people lead.”
Dom Holland Apr 13, 2022 ▶ 22:05
Disclosure
Holland: Existing Fast investors and new VCs pledged to back next venture
“I've had lots of existing investors who said that they would back me again. Other investors would love to back the next thing.”
Dom Holland Apr 13, 2022 ▶ 26:02
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