Jeanne DeWitt Grosser

11 statements across 1 episodes · 3 bullish · 1 bearish · 1 people on the record · first statement Feb 5, 2026 by Jeanne DeWitt Grosser · across every show →

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

Everything said about Jeanne DeWitt Grosser, oldest first

Feb 5, 2026
Insight
Grosser: Strong executive candidates teach interviewers new mental models early on
“Typically, I have learned something. I have learned multiple things. Yes. You know, often, Early, like, you know, that second meeting, they already are giving me a mental model I didn't have. They're talking to me either about a thing they did where I can imme…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 25:01 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026
Insight
Grosser: Direct reports should independently mirror the executive's decisions 90% of the time
“If I've done a good job of helping you understand my mental model, then nine times out of 10, you should be able to ask Ask yourself that question and come up with the answer I would have come up with had I been there alongside you.”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 8:53 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026 positive
Disclosure
Grosser: Stripe executives donated headcount across P&Ls to self-solve budgets
“Stripe got much, much, much more rigorous about the budget is the budget, like, the, we've got headcount OpEx, and, like, that will be the number that we have collectively as a company. And across the course of the year, opportunities would emerge that you wou…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 43:22 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026
Insight
Grosser: Transitioning to second-line manager is one of leadership's biggest leaps
“I think actually one of the biggest leaps in leadership to make is going from a frontline manager to a second line manager. So there, you gotta learn to delegate and get comfortable with that, but you're gonna, you know, seven direct reports on average, like, …”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 5:53 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026
Disclosure
Grosser: Personally leads customer onboarding sessions for every new Vercel hire
“Now actually every new hire I deliver, one of our company values is KYC, know your customer, and I deliver the KYC onboarding session where I walk through every new hire at the company. Here's how we think about customers, how we break it down, here's what our…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 10:26 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026
Insight
Grosser: Laying out real problems in first interview tests candidate motivation
“Mostly telling you these are the problems that, this is the reason I'm hiring your role. I have the following issues that you will need to come and resolve. And I find that by putting those things out on the table in the first meeting, basically, you get a sen…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 22:53 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026 positive
Disclosure
Grosser: Vercel deployed AI lead qualification agents matching human SDR performance
“I launched a GTM engineering team in the first six weeks on the job at Vercel. So basically, we took Three sales engineers were like, congrats, you're now founding members of our GTM Eng team, where we're gonna go bring agents to bear across everything in GTM.…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 33:14 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026 positive
Assertion Not checkable as stated
Grosser: Stripe ran a 30-person leadership team across product, GTM, finance
“There was a lot of work that Will Gabrick did, to his credit, to get all of product, go-to-market, finance in sort of the same room. Like, we ran basically a thirty-person leadership team for a while, which is a lot to have in a weekly staff meeting, to have i…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 44:20 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026 neutral
Disclosure
Grosser: Vercel CEO and COO compete in outbound SDR cold-prospecting
“So Guillermo and I currently have a contest on who's going to be the top SDR at the company. So, you know, he's beating me actually on, like, the founder outreach to startups. I'm probably winning an enterprise CXO outreach. But, you know, I, I'm personally do…”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 1:00:48 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026
Assertion Supported
Grosser: Vercel headcount exceeds 600; Stripe reached 8,000 before departure
“When I was at Stripe, we were, I think, 8000 people by the time I left. Vercel is now north of 600.”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 1:59 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5, 2026 negative
Assertion Not checkable as stated
Grosser: John Collison said cross-functional colleagues she doubts are "dead to her"
“He said, within your own organization, you do a great job of being both demanding and supportive. Cross-functionally, when you don't think somebody's good at their job, they're dead to you.”
Jeanne DeWitt Grosser Feb 5, 2026 ▶ 1:10:00 Executive Function: Build systems that can decide without you | Jeanne DeWitt Grosser (COO, Vercel)
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