The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 14 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Assertion Contradicted
Executive Hires Placed by VCs Have an Average Tenure Under 18 Months
“You look at the data of executive hires placed by a venture firm. Either an investor said, like, oh, you got to hire this guy. He's going to come in and totally change your go-to-market. This guy's going to blow revenue out of the water. Or it's through a tale…”
Katelin Holloway Mar 9, 2026 ▶ 49:05 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Insight
Do Not Hire for a Role Until You Have Done It Yourself
“Something that I tell people a lot is hire when it hurts. Do not hire until you have been doing that job yourself for several months, because one, now you know how to better hire for it because you've done the job. And I'm speaking specifically about early sta…”
Katelin Holloway Mar 9, 2026 ▶ 52:13 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Disclosure
776 Invites All Employees to Pitches and Collects Anonymous Ratings
“Everyone at the firm is invited to any pitch we take. In the pitch process, because we have Cerebro, we have software, every individual that attends the pitch puts their notes into the system, and because Alexis is the Reddit guy, it's anonymous.”
Katelin Holloway Mar 9, 2026 ▶ 32:52 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Assertion Not checkable as stated
776 Founders Access the Firm's Entire Network via Self-Serve Software
“So our network is fully accessible via software to every single portfolio in the company. They can go in and self-service.”
Katelin Holloway Mar 9, 2026 ▶ 30:40 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Insight
Founders Never Regret Firing Someone, Only That They Waited Too Long
“Never once in my multi-decade career of hiring and firing people and supporting founders and entrepreneurs and builders has anyone ever come to me and said, I regret letting that person go. What they do say 10 out of 10 times is, oh my god, I should have done …”
Katelin Holloway Mar 9, 2026 ▶ 56:09 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Disclosure
776 Underwrites Every Single Check to Return the Entire Fund
“Every single check that we write, we underwrite it to return the fund, full stop. We lead deals. We have ownership targets. Those things are non-negotiable.”
Katelin Holloway Mar 9, 2026 ▶ 42:14 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Insight
Founders Must Remain Involved in Hiring Until the Day They Exit
“You as a founder should be a part of your hiring process until the day you exit. Full stop. Founders who are disconnected from building the team that is designed to help them fulfill their potential, to realize their dreams, to capitalize on all of their brill…”
Katelin Holloway Mar 9, 2026 ▶ 49:50 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Insight
Early-Stage Investing Is Evaluating People Under Extreme Uncertainty and Distress
“Early stage investing is fundamentally about people and systems under conditions of extreme uncertainty and distress.”
Katelin Holloway Mar 9, 2026 ▶ 23:56 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Insight
Underperforming employees rarely improve after two quarters of direct feedback
“If there are really systemic challenges with an employee, and you give that direct feedback, and you don't see material improvements, and you keep going through the same process quarter after quarter after quarter, it's not actually going to get better. You've…”
Alexis Ohanian May 27, 2024 ▶ 23:59 Alexis Ohanian – From Reddit to 776, a Technology Company that Deploys Venture Capital (EP.388)
Disclosure
776 Incubated and Holds Almost Complete Ownership of Track League Athlos
“You've got an incubation with a company called Aflos that is a track and field league right now focused on women. That was Alexis's brainchild. We have almost complete ownership of and was brought to life from an idea to now being a full-fledged league.”
Katelin Holloway Mar 9, 2026 ▶ 40:43 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Assertion Not checkable as stated
776 Records Every Single Call and Activity in Custom Software
“Nothing that our firm does that is not reflected in Cerebro. From phone calls and support calls, everything lives in Cerebro.”
Katelin Holloway Mar 9, 2026 ▶ 30:57 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Disclosure
Seven Seven Six software lets portfolio founders ghostwrite partner social posts
“We've built our own version of it into Cerebro. And so I This lets our content team, but also our founders ghostwrite entire tweets, LinkedIn posts for us.”
Alexis Ohanian May 27, 2024 ▶ 51:38 Alexis Ohanian – From Reddit to 776, a Technology Company that Deploys Venture Capital (EP.388)
Disclosure
Ohanian seeded his firm's internal software with 40,000 personal CRM contacts
“I took about 40,000 contacts that I had amassed in a personal CRM over my career, made it searchable, and then let founders click a button to draft an email for me to basically edit and approve and send that would come from my inbox”
Alexis Ohanian May 27, 2024 ▶ 38:50 Alexis Ohanian – From Reddit to 776, a Technology Company that Deploys Venture Capital (EP.388)
Insight
Busy People Often Mistake Motion for Progress Without Finding True Leverage
“One is confusing motion for progress. The duck analogy. I hate it when people are just busy and they are operating at low frequency because they aren't able to distill the critical leverage from critical mass.”
Katelin Holloway Mar 9, 2026 ▶ 1:11:43 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 700 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.