Bill Clerico

Founder & Managing Partner, Convective Capital · 1 appearance on the record.

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founderinvestorexecutive@billclerico ↗LinkedIn ↗billclerico.com ↗

Bill Clerico co-founded and served as CEO of payment platform WePay, leading the company through its 2017 acquisition by JPMorgan Chase. He now leads Convective Capital, an early-stage venture capital firm investing in physical resilience and wildfire mitigation technologies.

10statements → 3claims → 1claims resolved → 3.4/5average certainty → 2.1/5average debate potential → ≈4.5/5argument clarity, estimated → 5said about them ↓

0 supported 1 partly supported 0 contradicted 2 not checkable as stated how the 3 claims stand · each chip opens the sources

1 prediction · 2 assertions · 7 insights · every statement was checked. The prediction and assertions are the 3 claims: statements the public record can support or contradict. 1 is resolved, and 2 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 Bill argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

How they sound: speaking style how? →

264 words/min while actually speaking · 6.8 um and uh per 1k words

No argument clarity score for Bill Clerico: no usable question→answer exchanges on raw tape (a fair score needs 8+). We do not score a sample that small. Roundtable and news formats yield far fewer direct exchanges than interviews. Their coarse estimate from 12 exchanges on the produced feed is ≈4.5/5, shown at half point precision because the sample is small and produced tape scores higher.

Measured by listening to 3,697 words across 1 episode, but every recording we have of Bill Clerico is the aired feed, and an editor cleaned that audio before release. Some of the hesitation was cut before we ever heard it, so read these as floors: the true rates are at least this high. These are measurements of speaking style, not scores. How it's measured →

Everything Bill Clerico said on 20VC that made the record, most notable first. Filter by type, assessment or year in the ledger →

Insight
Clerico: One bad investor on a cap table can ruin a startup
“One bad apple on your cap table can really spoil or even ruin the company.”
Bill Clerico May 5, 2017 ▶ 8:38 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: A Startup Pivot Means You Failed as an Entrepreneur
“We in Silicon Valley use this term pivot as this catch-all Friendly term to just say, Hey, we're going to change our business strategy. But what it actually means is that you've failed as an entrepreneur. You know, you've, your strategy, your mission, your obj…”
Bill Clerico May 5, 2017 ▶ 13:35 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: CFOs are the only role providing unbiased, cross-company evaluation
“And I think the other sort of unspoken benefit of CFOs is that they're really the only other function that can look across the entire company in an unbiased way and help sort of measure performance and help advise the CEO on how to invest the company's resourc…”
Bill Clerico May 5, 2017 ▶ 17:56 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Assertion Not checkable as stated
Bill Clerico: Big Banks Remain Unaffected by Fintech Disruption
“The reality is that the big banks have really been unaffected by fintech. You know, fintech has yet to really disrupt major parts of the market, and so I think it's still very, very early days, and it'll be exciting to watch what fintech does over the next 10 …”
Bill Clerico May 5, 2017 ▶ 20:30 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: Great founders are transparent with investors about challenges
“I think what sets apart great entrepreneurs from not so great entrepreneurs are the ones that can be honest and candid about those challenges and enlist their investors help and keep them in the loop on that.”
Bill Clerico May 5, 2017 ▶ 7:40 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: Culture is the set of norms guiding unmonitored employee behavior
“What culture is, is it's the set of, kind of, norms and guidelines that guide people's behavior when no one's telling them what to do, and I think that, As a tool is incredibly powerful. You know, if as a leader, you can set a set of guidelines and values and …”
Bill Clerico May 5, 2017 ▶ 9:11 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: Great companies require an opinionated culture with explicit stances
“I think great companies have an opinionated culture. It's not just sort of generic. There's specific stances that they take Terms of values, norms, behaviors that help dictate that common set of behavior.”
Bill Clerico May 5, 2017 ▶ 9:48 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Insight
Clerico: CEOs Should Not Be the Sole Board Contact as Companies Scale
“I think it's also important to, as you grow as an entrepreneur, to not be the sole point of contact with your board. You know, you have a management team, you have a CFO. Making sure that you're bringing your team into those board meetings, helping your team d…”
Bill Clerico May 5, 2017 ▶ 16:27 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Assertion Not checkable as stated
Bill Clerico pitched 40 Boston VCs before YC without raising funds
“I think I pitched four DVCs in Boston and, you know, didn't raise a dime.”
Bill Clerico May 5, 2017 ▶ 5:14 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay
Prediction Partly held up
Bill Clerico: WePay Will Expand Internationally and Into Lending and Insurance
“You know, we think that there's a huge opportunity in international expansion. That'll be a big priority for us. The other thing too is we think there's opportunity outside of peer payments. So today we pay as a payments company, but we think that over time th…”
Bill Clerico May 5, 2017 ▶ 21:16 20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An Opinionated Culture & Why The CEO Should Not Be The Sole Point Of Contact With The Board with Bill Clerico, Founder & CEO @ WePay

The other half of the tape: Bill Clerico's own voice is left out of every number here. Other people bring the name up 5 times in 4 episodes on 20VC. every mention, with the transcript →

Who brings them up most Harry Stebbings 4Ooshma Garg 1

Every mention by year

Appearances (1)

EpisodeDateSpeaking time
20VC: Why We Are Still In The Very Early Days For Fintech, Why Your Company Has To Have An May 5, 2017 15m
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