executive

also referred to as: executives

20 statements across 16 episodes · 2 bullish · 9 bearish · 16 people on the record · first statement Jul 21, 2022 by Casey Winters · across every show →

Everything said about executive, oldest first

Jul 21, 2022 negative
Insight
Winters: Employees chronically under-communicate upward and unfairly blame executives
“I find that in general, people just weigh under communicate upward inside of companies, and then they'll complain that executives are out of touch, you know, when they aren't telling executives what the executives need to know.”
Casey Winters Jul 21, 2022 ▶ 8:37 How to sell your ideas and rise within your company | Casey Winters, Eventbrite
Sep 18, 2022 positive
Insight
Shah: PMs should reframe executive pushback into shared goal alignment
“Purely based on the word that has come to label a behavior that alternatively could be about, how do I shift the direction on something? Or how do I help the business actually succeed when I disagree with somebody about something? And that's a very different m…”
Jason Shah Sep 18, 2022 ▶ 39:20 Building a meaningful career | Jason Shah (Airbnb, Amazon, Microsoft, Alchemy)
Nov 20, 2022 neutral
Insight
McAllister: Executives prioritize offensive growth over risk mitigation and efficiency
“It's true that executives wake up if something drives dollars or customers or offense things. And, you know, it just maybe shouldn't be this way, but a little less interested in things that may be less than a risk that just the risk never happens. It comes to …”
Ian McAllister Nov 20, 2022 ▶ 28:33 What it takes to become a top 1% PM | Ian McAllister (Uber, Amazon, Airbnb)
Jun 1, 2023 neutral
Insight
Duarte: Starting with conclusions works for executives but not transformative change
“When you state the conclusion first, that's a great thing to do with execs. It's a great thing to do when you are fundraising. It's a certain type of an audience that that works for. There's other audiences where They really need to be taught to long for this …”
Nancy Duarte Jun 1, 2023 ▶ 46:16 Storytelling with Nancy Duarte: How to craft compelling presentations and tell a story that sticks
Dec 17, 2023 negative
Insight
Fried: Companies hire executives for amorphous judgment, not spreadsheet literacy
“When companies hire executives, What are they looking for in executive? They typically go, ah, judgment and experience. They're not like they can read an Excel spreadsheet. That's not the thing that matters. Like anyone can read that, or anyone can read a char…”
Jason Fried Dec 17, 2023 ▶ 45:00 Jason Fried challenges your thinking on fundraising, goals, growth, and more
Feb 25, 2024
Insight
Lichaw: Senior executives want vision and goals, not top-down directives
“When you're hiring super senior whip smart executives to work for you, They don't want to be told what to do. They want to have a grand vision that they're excited about. They want maybe some goals to latch onto and help possibly with a strategy to get there a…”
Donna Lichaw Feb 25, 2024 ▶ 18:57 How to discover your superpowers, own your story, and unlock personal growth | Donna Lichaw
Mar 21, 2024 negative
Insight
Gerber: Companies waste social media investment by ignoring executive profiles
“If you're considering investing in social to just do corporate channels and not think about executives, you're really leaving like a lot on the table. Like, corporate channels. It's very hard to build a, it's very hard to build a following to get someone to fo…”
Emilie Gerber Mar 21, 2024 ▶ 1:12:21 The ultimate guide to PR | Emilie Gerber (founder of Six Eastern)
Apr 18, 2024 negative
Insight
Caldwell: Investor pressure to hire big-tech executives often leads to startup failure
“You get pushed often by investors to hire executives or to scale the team, or we need, you know, We need, we re you raise all this money. You got to spend it. You know, we got to, you got to show you're serious about growth and building a world-class organizat…”
Dalton Caldwell Apr 18, 2024 ▶ 33:44 Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dalton Caldwell (YC)
Nov 20, 2024 negative
Insight
Kapoor: Highlighting only positives in reviews makes executives distrust you
“A common tactic that folks employ is to only talk about the really positive things. Only talk about all the reasons that this would be an exciting investment, like this outdoes all the others, and more. But chances are, if you're trying to go ahead and only ta…”
Mohika (Mihika) Nov 20, 2024 ▶ 17:24 How To Do The Product Review Right (By Doing It Wrong) | Lenny & Friends Summit 2024
Apr 6, 2025
Insight
Kao: Practicing pitches only with executives limits crucial communication reps
“And I just don't think that you're going to be able to get enough reps to actually get good at executive communication if you are only doing it with executives. Because many of us only present to execs once a month, right? Or a couple times a quarter. And that…”
Wes Kao Apr 6, 2025 ▶ 9:06 Become a better communicator: Specific frameworks to improve your clarity, influence, and impact
May 22, 2025 neutral
Insight
Tech executives earn 90% of career compensation in their final five years
“If you're truly on a track to become like a, an executive someday or found your own company and make it successful, you will find that the compensation is so much backloaded. That you would make 90% of your compensation in the last five years of your career.”
Mayur Kamat May 22, 2025 ▶ 22:25 Unconventional product lessons from Binance, N26, Google, more | Mayur Kamat (CPO at N26)
Sep 11, 2025
Insight
Horowitz: Executive Leverage Means Executives Tell CEOs What to Do
“If I have the ideas about what your department should do next, if I, you know, am kind of pushing you to kind of move your organization forward, then that's no leverage. What's leverage is if you're telling me what you should do and how you can push the compan…”
Ben Horowitz Sep 11, 2025 ▶ 27:09 $46B of hard truths: Why founders fail and why you need to run toward fear | Ben Horowitz (a16z)
Nov 9, 2025 negative
Insight
Abel: Getting stuck in procurement is usually a qualification error
“And getting stuck in procurement is usually because you're not speaking to a senior enough person and they don't know how to navigate it, which is why, like, that executive needs to be involved. Because as soon as the executive picks up a phone and tries to ge…”
Jen Abel Nov 9, 2025 ▶ 48:10 $1M to $10M: The enterprise sales playbook with Jen Abel
Mar 22, 2026 neutral
Insight
Fain: Product managers should quit if they disrespect their executive leaders
“If you don't respect that person, if you don't believe they know something you don't, you need to quit. You need to go work somewhere else.”
Jessica Fain Mar 22, 2026 ▶ 12:31 The art of influence: The single most important skill left that AI can’t replace | Jessica Fain
Mar 22, 2026
Insight
Fain: People fail at influence by centering themselves over executive incentives
“And what I learned through that process is that people completely misunderstand how executives make decisions. What is going on in the heads, in the calendars, in the incentive structures of executives. And instead of really understanding where that exec or st…”
Jessica Fain Mar 22, 2026 ▶ 6:48 The art of influence: The single most important skill left that AI can’t replace | Jessica Fain
Mar 22, 2026 neutral
Insight
Fain: Executives project certainty because they must make rapid decisions with little data
“Execs are so good at seeming certain. They say things in an authoritative way, with confidence, with surety, because so much of their work is having to make those ultra fast decisions with little information.”
Jessica Fain Mar 22, 2026 ▶ 18:15 The art of influence: The single most important skill left that AI can’t replace | Jessica Fain
Mar 22, 2026 negative
Insight
Fain: Executive meeting introductions exceeding 60 seconds lose leader attention
“Because the moment you go off over 60 seconds, you've lost them.”
Jessica Fain Mar 22, 2026 ▶ 44:18 The art of influence: The single most important skill left that AI can’t replace | Jessica Fain
Mar 22, 2026 positive
Insight
Fain: Focus live executive doc reviews on controversial themes
“What I can't get again is the time for discussion with that group and the safer that they feel in that discussion and the more that they think that you've understood what is the most Sort of spicy or controversial. That's where you get to the good stuff and yo…”
Jessica Fain Mar 22, 2026 ▶ 45:34 The art of influence: The single most important skill left that AI can’t replace | Jessica Fain
May 2, 2026 negative
Insight
Schoening: Executives construct systems of fake legibility that ignore team reality
“Executives love creating fake legibility for themselves because we don't like noise as humans, right? We want the signal, but there's often less signal in it than one might think.”
Max Schoening May 2, 2026 ▶ 1:21:12 AI era skills: Why cultivating agency matters more than job titles | Max Schoening (Notion)
Jul 12, 2026 negative
Assertion Supported
Segal: Career recommendation rates in tech drop sharply as seniority decreases
“There's also another layer to this, which is as you go down in seniority, you're less likely to recommend your role. So execs, VPs, maybe even directors are sort of more likely to recommend their role than people who are crises.”
Noam Segal Jul 12, 2026 ▶ 33:36 Why the AI’s honeymoon is ending (and tech workers are feeling it) | Noam Segal
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