Eeke de Milliano

28 statements across 1 episodes · 11 bullish · 7 bearish · 1 people on the record · first statement Mar 6, 2025 by Eeke de Milliano · across every show →

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

Everything said about Eeke de Milliano, oldest first

Mar 6, 2025
Insight
De Milliano: Firing executives is harder due to longer timelines and optics
“And then it's also just harder to fire them for, you know, kind of the same reasons. The stakes are very high. Like you've just spent a bunch of time getting the whole organization excited about this leader. Like honestly looks bad if you all of a sudden say l…”
Eeke de Milliano Mar 6, 2025 ▶ 9:37 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
De Milliano: Incoming execs should immediately fire flagged mediocre employees
“Assess the talent pool pretty quickly. Like, just fire the people that aren't good. Especially if they're not a good culture fit, but also if they're just not doing well. One thing I have experienced myself, but also I've, like, seen with other leaders, like, …”
Eeke de Milliano Mar 6, 2025 ▶ 39:00 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Executives with firing experience execute necessary terminations faster
“Per your point, if the, if you just have to assume that the distribution of failures is, like, pretty much the same across the org, I think it's always a pretty good sign if people have fired a lot. It's only because, like, they're gonna have to in whatever jo…”
Eeke de Milliano Mar 6, 2025 ▶ 46:57 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Opinion
de Milliano: Starting an early-stage company doesn't teach executive leadership
“I don't think you learn much starting a company early on about being an executive.”
Eeke de Milliano Mar 6, 2025 ▶ 53:15 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
De Milliano: Only define executive hire success for years one and two
“I think you have to sort of be pretty concrete with yourself on exactly like what success looks like in year one and what success looks like in year two. Nothing past that because you have no idea what your company is going to look like past that.”
Eeke de Milliano Mar 6, 2025 ▶ 23:12 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
de Milliano: Executives from only one prior company risk copy-pasting playbooks
“But a leader who's only been at one other company, I think I'd always have a few questions about because they're going to be very tempted to copy paste everything that they did.”
Eeke de Milliano Mar 6, 2025 ▶ 43:02 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
de Milliano: A bad executive culture fit is obvious within three months
“If they're, like, a bad culture fit, three months max.”
Eeke de Milliano Mar 6, 2025 ▶ 35:13 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 neutral
Disclosure
Patrick Collison designed Stripe's culture guide to repel half of candidates
“And at one point, like, Patrick Ping made me, he was like, hey, like, I really want us to write a guide to Stripe's culture, and I want us to share it with candidates when they join, when they are considering Stripe. And ideally, half of the candidates who rea…”
Eeke de Milliano Mar 6, 2025 ▶ 12:33 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
de Milliano: Long executive tenures prove resilience through inevitable hard times
“The leaders who have, like, been at companies for a long time, I think, generally, Very highly of because inevitably those companies have gone through hard times. Like there's no way a company didn't over a nine year stint, and that to me really says something…”
Eeke de Milliano Mar 6, 2025 ▶ 42:45 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: 80% of executive hiring success comes from pre-interview introspection
“And I actually think 80% of the work In hiring a great leader, who's a great fit for you, is figuring out that piece of it. Like, not even doing the interviewing, it's the, like, doing the introspection of whether this person is a good fit.”
Eeke de Milliano Mar 6, 2025 ▶ 6:10 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: High-functioning executive teams maintain unified consistency like parents
“A high functioning executive team is like that. They're like, they're consistent. You feel like you're going to get the same answer from every single executive, but you also know that like the how they do it or like how they're going to get it done is like the…”
Eeke de Milliano Mar 6, 2025 ▶ 47:28 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Executive charisma does not require public speaking if leaders excel in writing
“I know very, quote-unquote, charismatic leaders who are not incredible speakers, but are great writers, or are wonderful one-on-one. So like, you have to be able to get people behind the thing that you believe, and people have to want to follow you, but it doe…”
Eeke de Milliano Mar 6, 2025 ▶ 49:56 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
De Milliano: Purely successful resumes make it hard to judge executive impact
“The folks who have only been at companies that have themselves done well, it's just really hard to be able to distinguish whether the company did well because of the founder or because of the leader, sorry, or the leader did well because of the company.”
Eeke de Milliano Mar 6, 2025 ▶ 44:57 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
Milliano: Radical transparency about readiness gaps helps retain passed-over talent
“The second best thing you can do, I think, is just be super transparent and open throughout the process. Like, really good high performers want to hear how they can get better. Generally telling them, like, look, you're not ready for this role, and here are th…”
Eeke de Milliano Mar 6, 2025 ▶ 34:19 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
de Milliano: Multiple consecutive two-year stints signal mercenary executive behavior
“I personally really worry about the, like, the two-year stints, sort of, like, multiple, like, two-year stints. Like, it just actually isn't enough time to show that you've done anything significant, I think, as a leader. So, like, this is a gross generalizati…”
Eeke de Milliano Mar 6, 2025 ▶ 42:21 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Executives must prioritize the leadership team over their functional departments
“Your main team has to be the executive team over your functional team, even though I think it's very tempting to want to, like, Spend more time with your functional team.”
Eeke de Milliano Mar 6, 2025 ▶ 48:32 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
Milliano: Retaining passed-over talent requires hiring genuinely inspiring leaders
“Truly the best thing you can do is hire an incredibly inspiring leader. Really great people want to work for really great people and learn from really great people.”
Eeke de Milliano Mar 6, 2025 ▶ 34:10 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Enduring tech companies almost always pair technical founders with operational leaders
“One of the themes that has come out of that that has been surprisingly consistent, especially with these sort of, like, deeply technical companies, is that there's almost always a pairing of, like, a deeply technical founder with a more operations people-y per…”
Eeke de Milliano Mar 6, 2025 ▶ 18:42 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Executive hires stretching up succeed more than those stepping down
“I think you're way more likely to be successful when someone is stretching up into the role because they're going to have a chip on their shoulder. And like, you really want them to prove themselves or they want to prove themselves.”
Eeke de Milliano Mar 6, 2025 ▶ 32:33 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
de Milliano: New executives face massive incentives to change company strategy
“New leaders have in almost every single scenario a huge incentive To say that they need to change the strategy.”
Eeke de Milliano Mar 6, 2025 ▶ 35:27 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 neutral
Insight
De Milliano: Problem ambiguity scales exponentially up to the C-suite
“I think it's ambiguity or problem. It's just like, it's, that scales up exponentially. Yeah, they sort of, I can't speak to the specific titles, but like the most ambiguous problem should be at the like C-suite level and everything kind of scales down from the…”
Eeke de Milliano Mar 6, 2025 ▶ 57:32 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
De Milliano: Globally plug-and-play executives do not exist without value alignment
“The other thing that came out in all of these, like, conversations with folks is, like, if your values aren't aligned, there's, like, literally no way it's going to work. I think it's just actually pretty hard for there to be, like, globally relevant execs. Li…”
Eeke de Milliano Mar 6, 2025 ▶ 11:50 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 positive
Insight
De Milliano: Former colleagues following an executive is a strong hiring signal
“How many people moved to the next company that you worked at, that you worked with before? I think it's always a really, really good sign.”
Eeke de Milliano Mar 6, 2025 ▶ 46:45 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
De Milliano: Interview tools fail to track candidate ratings against eventual performance
“I think the thing that's like, it's weird to me that no interview tool has done this, but like really like you should be able to measure or like track like interview feedback to like how a person actually ends up doing at the company and their talent cycle. I …”
Eeke de Milliano Mar 6, 2025 ▶ 56:05 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
de Milliano: Reorgs by new leaders rarely solve underlying organizational problems
“It feels like you're doing a lot as a new leader because you're doing this big reorg and everyone's talking about it, but Like rarely is that really the answer to solving your problems.”
Eeke de Milliano Mar 6, 2025 ▶ 37:17 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Insight
De Milliano: Executive hires are like arranged marriages, not love marriages
“The way I've described leadership hires at companies, it's like, it's kind of like an arranged marriage. You both really have to choose to want to, like, make it work. It's not like a love marriage where, like, you know, which is like what I think happens with…”
Eeke de Milliano Mar 6, 2025 ▶ 40:10 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025
Disclosure
De Milliano evaluates direct reports by asking the counterfactual outcome
“If you had not been here, which is what I ask in every performance review cycle of the people who work for me, like if they had not been here, what would have happened?”
Eeke de Milliano Mar 6, 2025 ▶ 28:10 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
Mar 6, 2025 negative
Insight
De Milliano: Bad executive hires drive star employee attrition by destroying trust
“Reason number one why it's bad, but like reason number two why it's bad is because everyone looks at that bad hire or that bad fit, basically. Again, like, I don't think they're generally bad people, but like that person who isn't a good fit, and they look at …”
Eeke de Milliano Mar 6, 2025 ▶ 8:57 What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Stripe)
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