Katelin Holloway

10 statements across 1 episodes · 2 bullish · 3 bearish · 1 people on the record · first statement Mar 9, 2026 by Katelin Holloway · across every show →

On the record as a speaker too: Katelin Holloway's record, appearances and statements → this page counts the times other people say the name.

Everything said about Katelin Holloway, oldest first

Mar 9, 2026 negative
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)
Mar 9, 2026
Assertion Not checkable as stated
Holloway: I Have Hired Tens of Thousands and Fired Thousands
“I've hired tens of thousands of humans in my career, and I have fired thousands.”
Katelin Holloway Mar 9, 2026 ▶ 25:57 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Mar 9, 2026 neutral
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)
Mar 9, 2026
Assertion Supported
Reddit Cycled Through Three CEOs in Less Than a Year
“At the time I joined, we'd had three CEOs in less than a year.”
Katelin Holloway Mar 9, 2026 ▶ 17:53 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Mar 9, 2026 negative
Opinion
Founders Who Feel No Empathy During Terminations Should Not Lead
“If my founder doesn't have empathy or doesn't have feelings about this termination, they probably shouldn't be a leader anymore.”
Katelin Holloway Mar 9, 2026 ▶ 57:46 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Mar 9, 2026
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)
Mar 9, 2026 positive
Assertion Supported
Katelin Holloway Spent Five Years Working Directly With Steve Jobs
“I spent five of some of the greatest years in life at that studio. I worked across dozens of films with some of the most incredible creatives of our generation. And also business leaders. I was working directly with and for Steve Jobs, Ed Catmull, John Lassete…”
Katelin Holloway Mar 9, 2026 ▶ 10:59 Katelin Holloway – Human Side of Venture Investing at 776 (EP.490)
Mar 9, 2026 negative
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)
Mar 9, 2026 neutral
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)
Mar 9, 2026 positive
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)
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