Will Gaybrick

President of Product & Business, Stripe · 1 appearance on the record.

computed by AI from the episodes · how this works → · full disclaimer →

executiveinvestorengineer@gaybrick ↗LinkedIn ↗stripe.com ↗

Will Gaybrick oversees product, engineering, and business initiatives at Stripe, where he previously served as Chief Financial Officer and Chief Product Officer. Before joining Stripe in 2015, he was a General Partner at Thrive Capital, where he led investments including Thrive's early backing of Stripe.

24statements → 14claims → 2claims resolved → 3.62/5average certainty → 1.92/5average debate potential → 1said about them ↓

1 supported 0 partly supported 1 contradicted 1 not yet assessed 11 not checkable as stated how the 14 claims stand · each chip opens the sources

3 predictions · 11 assertions · 2 opinions · 5 insights · 3 disclosures · every statement was checked. The predictions and assertions are the 14 claims: statements the public record can support or contradict. 2 are resolved, 1 is not yet assessed, and 11 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Will argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported
Gaybrick: Stripe supports fiat in ~60 countries versus ~150 countries in stablecoins
“Right now you can be a Stripe user in, I can't remember what the exact number is, but around 60 countries in fiat, but you can be a Stripe user in Sablecoins and I think about a 150 countries.”
Will Gaybrick Aug 17, 2026 ▶ 39:38 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George

Their most notable contradicted claim

Assertion Contradicted
Gaybrick: Stablecoin remittance startup Felix handles 5% to 10% of US-Mexico corridor
“Felix Bogor Felix, I think is, is, as they're called now which started as a remittance company between the U S and Mexico, and now, you know, has other corridors as well. They built it on stables and a few years in, they're now between five and 10% of remittan…”
Will Gaybrick Aug 17, 2026 ▶ 40:48 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George

Expressed certainty vs assessment result

none yet certainty 1
none yet certainty 2
100% certainty 3
0% certainty 4
none yet certainty 5

weighted support: a fully supported claim counts one, a partly supported claim counts half. Each filled bar is clickable and opens exactly those claims; "none yet" means nothing said at that certainty level has resolved yet

Everything Will Gaybrick said on the a16z Podcast that made the record, most notable first. Filter by type, assessment or year in the ledger →

Prediction Open · timeframe Aug 2031
Gaybrick: Global Software Engineers Will Increase Despite AI Efficiencies
“And so I think there will be more software engineers in the world. we will need few of that, fewer of them to do the things we're already doing.”
Will Gaybrick Aug 17, 2026 ▶ 21:33 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Opinion
Gaybrick: AI Agents Review Code Better Than Humans Did
“But even then agents are doing code review even better than humans did before.”
Will Gaybrick Aug 17, 2026 ▶ 26:52 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Insight
Gaybrick: Microtransactions are necessary for agentic commerce and enabled by stablecoins
“So I think microtransactions will just be necessary for that economy to exist, the sort of agentic economy. And then on the flip side, they're now eminently possible. Because of stable coins.”
Will Gaybrick Aug 17, 2026 ▶ 36:14 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Opinion
Gaybrick: Using AI Merely to Cut Costs Shorts a Company's Potential
“I think a lot of companies have skewed in that direction where they've seen this new, you know, agentic efficiency and power as a way to optimize cost structure. You've saw some layoffs, you saw, you know, companies shrinking OpEx. And our belief is that it's …”
Will Gaybrick Aug 17, 2026 ▶ 12:41 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Minions generated 7,000 weekly PRs, roughly 30% of Stripe total
“And so we blogged about minions, I think in January, February, and they were doing 1200, you know, PRs per week. And last week, I think 7000 PRs came from minions. And about 30% of our PRs in that week came from minions.”
Will Gaybrick Aug 17, 2026 ▶ 15:26 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Insight
Gaybrick: Organizations No Longer Need Management Layers Solely for Work Orchestration
“You had, you know, a lot of layers that were sort of orchestrating work, and very valuably so, in most cases. Exactly. But you just don't need that anymore.”
Will Gaybrick Aug 17, 2026 ▶ 17:13 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe SaaS Platform Customer Cohort Grew 103% Year-over-Year
“The new SaaS platform cohort is a 103% larger than in 26 than it was in 25.”
Will Gaybrick Aug 17, 2026 ▶ 21:20 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Insight
Gaybrick: Leaders Should Constrain Resourcing to Accelerate AI Tool Adoption
“I do think it's a good moment for company leaders to create some resourcing back pressure because that back pressure drives more efficient and more expansive use of new tools.”
Will Gaybrick Aug 17, 2026 ▶ 23:22 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Prediction Not checkable as stated
Gaybrick: Traditional Internet Checkout Pages Will Soon Disappear
“I think just checkout pages will go away.”
Will Gaybrick Aug 17, 2026 ▶ 30:16 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Prediction Not checkable as stated
Gaybrick: Ephemeral, one-time consumption models will unlock agentic commerce
“I'm very bullish on, you know, all these services standing up You know, sort of not necessarily anonymous, but just ephemeral or one time consumption. And I think that will really unlock agent at commerce too, because then you won't have to say, well, I need t…”
Will Gaybrick Aug 17, 2026 ▶ 33:34 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Insight
Gaybrick: AI agents can easily navigate stablecoin payment frictions that deter humans
“And stable coins are today relatively unergonomic. So if you're a human, you know, you have to go jump through a bunch of hoops. But if you just give an agent a budget, they can easily, you know, take dollars, move into stables, or, you know, just use a shared…”
Will Gaybrick Aug 17, 2026 ▶ 36:27 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Contradicted
Gaybrick: Stablecoin remittance startup Felix handles 5% to 10% of US-Mexico corridor
“Felix Bogor Felix, I think is, is, as they're called now which started as a remittance company between the U S and Mexico, and now, you know, has other corridors as well. They built it on stables and a few years in, they're now between five and 10% of remittan…”
Will Gaybrick Aug 17, 2026 ▶ 40:48 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Roughly One in Six AI Free Trial Users Were Abusive
“And I think it was something like one in six users of free trials were, Abusive.”
Will Gaybrick Aug 17, 2026 ▶ 3:07 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: ElevenLabs Blocks 2,000 Free Trial Abusers Daily with Stripe
“And I think it's today, I think it's 11 Labs recently told us that they're blocking 2000 free trial abusers per day using striped signals.”
Will Gaybrick Aug 17, 2026 ▶ 3:46 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Billing usage growth is far outpacing overall Stripe growth
“When you look at the year on your increase in usage of Stripe billing. It's actually a lot higher than usage of Stripe overall because it disproportionately skews towards people creating software companies.”
Will Gaybrick Aug 17, 2026 ▶ 9:15 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Insight
Gaybrick: AI Enables Teams to Do 3x More Output Without Shrinking
“If you have a line managed team of eight people, they're just doing three X more. So you might have the same manager to the manager to IC ratio, but the team is doing three things rather than one.”
Will Gaybrick Aug 17, 2026 ▶ 18:32 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Internal AI Tool Kai Boosted Seller Productivity by 20%
“We have a tool internally called Kai, which is our sort of knowledge AI tool, and we, Built it, I don't know, maybe six months ago, two people built it. now, 83% daily actives or sorry, 83% weekly actives, about 60% daily actives at Stripe. seller productivi…”
Will Gaybrick Aug 17, 2026 ▶ 19:46 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Disclosure
Gaybrick: Stripe launched Link Agent Wallet and CLI for AI agents
“We launched recently the Link Agent Wallet so that there's now just a Link CLI. So an agent can just sweep up Link credentials and go use them with You know, humans in the loop to say how they can use them.”
Will Gaybrick Aug 17, 2026 ▶ 30:40 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Supported
Gaybrick: Stripe supports fiat in ~60 countries versus ~150 countries in stablecoins
“Right now you can be a Stripe user in, I can't remember what the exact number is, but around 60 countries in fiat, but you can be a Stripe user in Sablecoins and I think about a 150 countries.”
Will Gaybrick Aug 17, 2026 ▶ 39:38 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Disclosure
Gaybrick: Stripe and DoorDash Are Adopting Tempo As Default Blockchain
“Still in the early stages of building out, getting a lot of great traction. You were working with companies like DoorDash, you know, making it sort of the default, but not only blockchain in Stripe and feeling very optimistic about it.”
Will Gaybrick Aug 17, 2026 ▶ 42:58 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Nears Serving Half of All Fortune 500 Companies
“I don't know the exact percentages today, but it's not quite half, but we're getting there Fortune, 500 companies.”
Will Gaybrick Aug 17, 2026 ▶ 7:15 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Projects Was Built Primarily by One Senior Engineer
“Stripe Projects was, you know, basically a PM and one of the, a very senior engineer, and a few weeks, and a couple of other engineers who jumped in as well. So I want to give them due credit, but most of the PRs came from one guy. It's got Alexander. Now he's…”
Will Gaybrick Aug 17, 2026 ▶ 17:22 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Assertion Not checkable as stated
Gaybrick: Stripe Built Global Tax Filing in One-Third the Time of US Filing
“Global filing was the next ask. You know, we just don't want to have to think about this in any market. And we built that in about a third of the time that it took us to get to US filing.”
Will Gaybrick Aug 17, 2026 ▶ 24:29 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George
Disclosure
Gaybrick: Stripe heavily invests in simulated customer environments for internal dogfooding
“And so we actually invest a lot in simulating the usage And so you can point to an account and say, you know, give me something that looks like that. But make it, you know, completely PII, you know, free, you know, randomize the growth rates so I don't actuall…”
Will Gaybrick Aug 17, 2026 ▶ 51:46 Tokens Are the New Dollars | Stripe's Will Gaybrick & David George

The other half of the tape: Will Gaybrick's own voice is left out of every number here. Other people bring the name up 1 time in 1 episode on the a16z Podcast. every mention, with the transcript →

Who brings them up most Elena Burger 1

Every mention by year

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2026 1 mention in 1 episode

Appearances (1)

EpisodeDateSpeaking time
Tokens Are the New Dollars | Stripe's Will Gaybrick & David George Aug 17, 2026 38m
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