Early Employees

topic on 7 shows · 10 statements across 10 episodes

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10 statements about Early Employees, every show

Snyder: Founders Wrongly Blame Early Teams for Failing to Scale
“A lot of the times you'll have founders who say, oh, like my original team can't scale with me, which, you know, sometimes that's correct, but a lot of times it's just a misdiagnosis. Like when growth starts to break things on the human side, founders tend to …”
Dustin Snyder Aug 4, 2026 ▶ 9:05 Talking to the $25/hr Shop Floor Worker Beat Every Spreadsheet
Paffenholz: Early startup employees take on risk similar to founders
“And so in some ways, the risk that an early employee is taking on is somewhat similar to the risk that a founder takes on.”
David Paffenholz Nov 7, 2025 ▶ 3:33 The Startup Playbook for Hiring Your First Engineers and AEs · Y Combinator
Osborn: Early Startup Employees Can No Longer Expect Major Equity Payouts
“It is getting harder and harder for that to actually happen, you know, and the only way, like you said, to join a fang company as an employee, you just make way more money, you don't have to worry about any of this, or you're like startup hopping and increasin…”
Tracy Osborn Sep 2, 2025 ▶ 29:06 Episode 792 | Hot Take Tuesday: GPT-5 Struggles, the A.I. Bubble,...
Cross: Founders often get trapped keeping early executives who cannot scale
“You may hire someone at the very start when five people, they're the chief marketing officer, but now you're 200 people. Are they really still ready to be the chief marketing officer for that next stage? And it's hard sometimes as founders, it's hard as early,…”
David Cross Dec 10, 2024 ▶ 15:13 10 - Investing in Early-Stage Cybersecurity and Enterprise Software Startups with Rain Capital Partner David Cross
Meservey: Internal comms failures turn credible early employees into destructive external detractors
“If an early employee, for example, feels disgruntled, which is easy to do, and it's easy to do through a comms mistake. If you sell them on one thing and here's a vision, and now either that's changed or you miscommunicated it, they feel like there's a bait an…”
Lulu Cheng Meservey Mar 23, 2023 ▶ 25:17 Navigating comms and PR | Lulu Cheng Meservey (Substack, Activision Blizzard)
Lavingia: Startups Need Billion-Dollar Upside to Attract Big-Tech Talent
“The early employees might only have half a percent of the company, one percent of the company, two percent of the company. And so they also are looking for it. I mean, they're turning down offers for, you know, from Facebook and Google and Uber at like, you kn…”
Sahil Lavingia Dec 8, 2020 ▶ 16:57 #98 Sahil Lavingia: Observing the Present
Walling: Structure Profit Sharing as a Pool, Not Individual Percentages
“One thing I would think about if I were structuring profit sharing is to make it a pool, not a committed percentage to an individual. I think that's a mistake you can make with an early employee is to say, oh, you get one percent of profits or two or three.”
Rob Walling Oct 20, 2020 ▶ 21:14 Episode 519 | Profit Sharing, Stock Options, and Equity (A Rob Solo Adventure)
a16z Assertion Not checkable as stated
Cooper: Early employees bypass the 90-day exercise issue via Section 83(b)
“The other thing that the early employees typically have available to them is what's called 83 B, which allows them to essentially early exercise their options when the strike price is still very low and therefore the cash out of pocket required to do so is rel…”
Scott Kupor Jan 2, 2019 ▶ 7:06 a16z Podcast | Beyond One Size Fits All for Startup Employee Options
Altman: Losing inner-circle information access drives most early startup employee departures
“Certainly when you get to the stage where people that were used to knowing everything don't know everything, ah, that, I think more early employees leave over that than anything else, and it's really tough to say what to do about that. it's people that have…”
Sam Altman May 31, 2017 ▶ 29:57 From Startup to Scaleup | Sam Altman and Reid Hoffman · Y Combinator
Y COMBINATOR Assertion Not checkable as stated
Altman: Most successful YC companies were generous with early employee equity
“The YC companies that have done this well, the YC companies that have been super generous with equity to early employees in general are the most successful ones that we funded.”
Sam Altman Mar 17, 2017 ▶ 19:39 Team and Execution with Sam Altman (How to Start a Startup 2014: Lecture 2) · Y Combinator

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