Donald Trump

31 statements across 21 episodes · 14 bullish · 11 bearish · 22 people on the record · first statement Sep 5, 2016 by Ben Lerer · said 406 times in 120 episodes since 2016 · across every show →

Mentions by year

brought up most by Harry Stebbings (229), Jason Lemkin (26), Shaun Maguire (15), Reid Hoffman (13), Nick Tomaino (12), Frank Quattrone (12), Billy Hult (8), Shervin Pishevar (7)

tap a year for its mentions
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0204020162017201820192020202120222023202420252026episodes it came up in
0042084020162017201820192020202120222023202420252026episodesmentions per episode
2026 60 mentions in 24 episodes 3 per episode
2025 84 mentions in 35 episodes 2 per episode
2024 187 mentions in 29 episodes 6 per episode
2023 34 mentions in 12 episodes 3 per episode
2022 5 mentions in 4 episodes 1 per episode
2021 1 mention in 1 episode
2020 11 mentions in 4 episodes 3 per episode
2018 2 mentions in 1 episode
2017 11 mentions in 6 episodes 2 per episode
2016 11 mentions in 4 episodes 3 per episode

every mention, scene by scene, with the transcript →

Everything said about Donald Trump, oldest first

Sep 5, 2016 negative
Opinion
Ben Lerer: A Donald Trump Presidency Would Be The Worst US Event
“Him becoming the president would be the worst thing that has happened in the history of the United States since its inception. I think he is a racist pig who makes other Racist, sexist, misogynistic, disgusting people feel like they are allowed to share those …”
Ben Lerer Sep 5, 2016 ▶ 25:38 20VC: Lerer Hippeau's Ben Lerer on 'Investing With Imagination', Strategies To Avoid Fomo & Develop Pattern Recognition As An Investor and Why We Have Seen The Rise of Direct To Consumer Business & Will This Continue With Further M&A
Feb 3, 2017 negative
Opinion
Tim Junio: Avoiding Washington under Donald Trump is a mistake for tech
“So I think eschewing the next four years of Washington, because Trump is a controversial figure, would be a bad choice for tech companies and for founders in particular.”
Tim Junio Feb 3, 2017 ▶ 20:11 20VC: Why I Do Not Regret Taking 'Peter Thiel Money', What Is The Difference Between Leadership & Management & What Conversations Are For The Founding Team Only with Tim Junio, Founder & CEO @ Qadium
Aug 14, 2017 positive
Opinion
Calacanis: Jeff Bezos has done more for humanity than Donald Trump
“Yeah, more for humanity than Trump ever has, and that's a pretty low benchmark.”
Jason Calacanis Aug 14, 2017 ▶ 12:58 20VC: Jason Calacanis on The 4 Questions Investors Must Ask Founders, Whether YC Have Scaled Their Process Successfully & Why Early Founder Liquidity Is Good Not Bad
Apr 5, 2023 positive
Assertion Not checkable as stated
Salguero: ButcherBox used Trump tax policies to accelerate equipment depreciation
“Some of Trump's policies, certainly on the tax side, were very helpful for the business. I think Trump in general, no, not helpful for the business. A huge distraction, a huge amount of, like, social unrest and concern and but from, like hey, were we able to d…”
Mike Salguero Apr 5, 2023 ▶ 1:24:28 Mike Salguero: How I Grew ButcherBox to $600M/year in Revenue; Tips for Influencer Marketing | E998 · 20VC with Harry Stebbings
Apr 21, 2023
Prediction Didn’t hold up
Tunguz: DeSantis will win the Republican primary over Trump
“I don't think so. I think, I bet DeSantis wins. I think it will be tough for him to circumnavigate all the legal troubles, and I wonder if the RNC doesn't get involved.”
Tomasz Tunguz Apr 21, 2023 ▶ 56:23 Tomasz Tunguz: How I Raised $230M; ChatGPT vs. Google; How LLMs Work; Trump vs DeSantis | E1004 · 20VC with Harry Stebbings
Jun 12, 2023 negative
Prediction Not checkable as stated
Summers: A second Trump term would gravely damage the US economy
“I believe very strongly that by undermining the rule of law, On which contracts exchange and property depend by alienating the rest of the world and by pitting some groups of Americans against other groups of Americans and devaluing the idea of unity and commo…”
Larry Summers Jun 12, 2023 ▶ 37:21 Larry Summers: How the Fed screwed up; What a Trump win would do to the economy | E1024 · 20VC with Harry Stebbings
Jan 4, 2024 negative
Assertion Not checkable as stated
Lemkin: Personal tax bill increased 15% under Donald Trump's presidency
“My taxes went up, whatever, 15% under Trump.”
Jason Lemkin Jan 4, 2024 ▶ 1:04:15 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Jan 8, 2024 negative
Prediction Open · timeframe Nov 2024
Samani: Donald Trump will be in jail before the 2024 election
“My assumption is he will be in jail before the election, so I don't know if you can.”
Kyle Samani Jan 8, 2024 ▶ 44:50 Crypto Roundtable with Nick Tomaino & Kyle Samani: US Elections, NFTs, and Trump | E1100 · 20VC with Harry Stebbings
Jan 8, 2024 bullish
Prediction Didn’t hold up
Tomaino: Donald Trump will run for president and win from a jail cell
“I think he'll be running and winning from a jail cell as well. The entertaining, the most entertaining outcome is is the most likely, right?”
Nick Tomaino Jan 8, 2024 ▶ 44:56 Crypto Roundtable with Nick Tomaino & Kyle Samani: US Elections, NFTs, and Trump | E1100 · 20VC with Harry Stebbings
Jan 8, 2024 bullish
Prediction Not checkable as stated
Tomaino: Donald Trump will lean into crypto in a big way in 2024
“I personally think, you know, he's going to be leaning into crypto in a big way in 24, 24, that's my prediction, but we'll see.”
Nick Tomaino Jan 8, 2024 ▶ 46:06 Crypto Roundtable with Nick Tomaino & Kyle Samani: US Elections, NFTs, and Trump | E1100 · 20VC with Harry Stebbings
Jan 12, 2024 bearish
Prediction Didn’t hold up
Rabois: Donald Trump will not win the 2024 Republican presidential nomination
“You know, as you've probably seen on Twitter, I don't even believe he's gonna be the Republican nominee for president.”
Keith Rabois Jan 12, 2024 ▶ 1:09:17 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Feb 19, 2024
Prediction Held up
Ehrenberg: A Trump presidency would ease FTC antitrust policy and unlock M&A
“Yes, certainly with a different head of the FTC, it's, I mean, the pendulum has swung all the way in the other direction. I think you could argue that antitrust was extremely weak for a generation, and now it's swung all the way in the other direction, so I wo…”
Roger Ehrenberg Feb 19, 2024 ▶ 1:15:36 Roger Ehrenberg: Why VC Returns Will Get Worse & Why LP Incentive Structures are so Broken | E1117 · 20VC with Harry Stebbings
Mar 1, 2024 negative
Opinion
Quattrone: Trump Clamped Down on Big Tech Due to Personal Animosity
“You'd think that a Republican would be a little softer on regulation, but honestly, he was not the traditional conservative Republican free market. He was a populist and he hated the big tech companies because they were so critical of him and they almost steer…”
Frank Quattrone Mar 1, 2024 ▶ 20:36 Frank Quattrone: Lessons from 650 M&A Deals Worth Over $1TRN & Taking Amazon and Cisco Public| E1121 · 20VC with Harry Stebbings
Mar 11, 2024 positive
Opinion
Lonsdale: Donald Trump's Team Is More Likely to Fix Broken US Institutions
“I think Trump's extremely imperfect. He has all sorts of issues that bother me. You know, I think it's very problematic. I wish we had other people, but I think his side Is more likely to push these things in the right direction in terms of the stuff that's re…”
Joe Lonsdale Mar 11, 2024 ▶ 28:03 Joe Lonsdale: The Future of TikTok; Is it a Danger to US National Security? | E1125 · 20VC with Harry Stebbings
Apr 10, 2024 negative
Prediction Not checkable as stated
Ryan: A Trump victory would result in Ukraine concessions and corruption
“The single thing that I'm concerned about is Trump winning on multiple dimensions, giving away Ukraine you know, Supreme Court justices, very, very, very poor execution of every aspect of government a level of corruption. That I think would follow.”
Kevin Ryan Apr 10, 2024 ▶ 1:07:27 Kevin Ryan: Are the Best CEOs the Best Fundraisers & Why Ownership Should Not Be a Focus in VC|E1138 · 20VC with Harry Stebbings
Jun 10, 2024 bearish
Prediction Held up
ByteDance Will Delay TikTok Action Until After the US Presidential Election
“Likely, and I have no inside information here, I think ByteDance waits for the election, because they presume that Trump could get bought off by investors since, you know, he's a coin-operated person in his entire life, not just as in his presidency.”
Reid Hoffman Jun 10, 2024 ▶ 59:28 Reid Hoffman: The Future of TikTok and The Inflection AI Deal | E1163 · 20VC with Harry Stebbings
Aug 12, 2024 positive
Assertion Partly supported
Maguire: Trump explicitly condemned white supremacists three times in Charlottesville clip
“I try to really pay attention to what's happening, like to what people actually say and from first principles and all this, but even I had never seen the full clip of what he said in Charlottesville until about four months ago or so. And I tweeted about this, …”
Shaun Maguire Aug 12, 2024 ▶ 31:25 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024 neutral
Opinion
Maguire: Nikki Haley would have been an easier strategic pick than Vance
“If Trump gets elected, then I think it was a phenomenal pick because I think that JD is really, really smart, really capable, can actually, like, would be one of the best VPs you could possibly have on the job. But in terms of getting elected, I don't think th…”
Shaun Maguire Aug 12, 2024 ▶ 30:16 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024 positive
Opinion
Maguire: Trump was the best modern president on Russia, Iran, China
“If you look at what actually happened, I think that Trump was the best president in the modern era. At dealing with Russia, the best at dealing with Iran, the best at dealing with China.”
Shaun Maguire Aug 12, 2024 ▶ 12:22 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024 neutral
Disclosure
Maguire: Voted for Hillary Clinton in 2016 and abstained in 2020
“You know, I wrote this long ex post eight years ago. I was incredibly afraid of Trump and, you know, voted for Hillary and donated to Hillary. And four years ago, I didn't vote because I didn't like either option.”
Shaun Maguire Aug 12, 2024 ▶ 11:00 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024
Opinion
Maguire: Trump J6 incitement was no worse than Hillary's 2016 denial
“I don't think that Trump did much more to incite the January six insurrection than what Hillary did of denying the election results.”
Shaun Maguire Aug 12, 2024 ▶ 27:27 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024
Opinion
Shaun Maguire: Iran Fears Trump's Retaliation and Will Act Before Election
“From an Iranian perspective, if they knew that Kamala Harris was going to win, then they will happily wait six months for her to be in office and then go do whatever they want to do. If they think that Trump is going to win, then they need to do whatever they …”
Shaun Maguire Aug 12, 2024 ▶ 19:01 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024 positive
Opinion
Maguire: Donald Trump is the best chance to prevent WWIII in Middle East
“100%.”
Shaun Maguire Aug 12, 2024 ▶ 0:38 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Aug 12, 2024 negative
Assertion Not checkable as stated
Maguire: Climate activists targeted Sequoia over Doug Leone's Trump support
“In my Sequoia inbox, the last 12 hours probably 20 Like climate people have emailed most Sequoia partners saying that like Doug Leone is problematic for supporting Trump and that Trump has anti-climate positions and they don't know how they can support, like h…”
Shaun Maguire Aug 12, 2024 ▶ 43:34 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Nov 11, 2024 positive
Opinion
Grimm: Trump was right that Europe must fund its own defense
“Yes, absolutely.”
Matt Grimm Nov 11, 2024 ▶ 36:10 Matt Grimm, Co-Founder @Anduril: How a Trump Administration Changes the Defence Industry | E1224 · 20VC with Harry Stebbings
Apr 3, 2025 bullish
Prediction Held up
Lemkin: Pro-M&A Trump policies will trigger a golden age of tech M&A
“So there's going to be a wave of more M&A, right? Especially if, you know, pros and cons looking at the stock market, but if Trump remains pro M&A, You know, as long as your pesky Europe doesn't get in the way this is going to be a golden age of M&A. Like, jus…”
Jason Lemkin Apr 3, 2025 ▶ 14:14 20VC: The Daily Deal: Coreweave IPO | Scale Hits $25BN on $2BN EOY Revenue | Sequoia's 25x Return on Wiz | Tech Stocks Tank with Tariffs | Cursor: Defensible or Dangerous Example of Lost Moats in Tech
Apr 21, 2025 positive
Opinion
Wilk: Trump Administration is Better for Business Than Biden
“Well, just his approach to less regulation in general. Again, this is less of an overhang for companies just to focus on building true innovative products without the need to constantly feel like they're going to trip some government wire.”
Jason Wilk Apr 21, 2025 ▶ 53:12 Dave CEO, Jason Wilk: The Best Performing Fund Would Only Back YC Founders on Their Second Time · 20VC with Harry Stebbings
May 29, 2025 negative
Prediction Held up
O'Driscoll: Donald Trump cannot cut the US corporate tax rate further
“No. Easy bet if you read the docs. Basically if you look at the one big, beautiful bill, I can't believe I said that without laughing. The corporate tax rate was changed permanently in 2017. So there's no way to touch it now. It's 21%. It's not going to be cha…”
Rory O'Driscoll May 29, 2025 ▶ 1:09:57 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Apr 14, 2026 positive
Opinion
Midha: Trump Is Providing Necessary Regulatory Freedom for US AI Innovation
“Now, president Trump is actually, I think trying to do his best from what I can tell in at least giving America enough freedom to innovate that these standards can even be discovered in our labs here. Because first you need somebody to actually pioneer and fig…”
Anjney Midha Apr 14, 2026 ▶ 41:58 The Early Days of Anthropic & How 21 of 22 VCs Rejected It | The Four Bottlenecks in AI | Anj Midha · 20VC with Harry Stebbings
Apr 18, 2026 bullish
Opinion
Geoffrey Woo: Donald Trump Operates Like a Bold Startup Founder
“Like, to me, I think he's like a very founder president, right? Like, I think he's, He actually makes bold decisions and tries to like mold the future. But I think a lot of politicians are just very much dictated by the flows of polling.”
Jeffrey Wu Apr 18, 2026 ▶ 37:58 Jake Paul: Traditional VC is Toast & Attention is More Valuable than Cash · 20VC with Harry Stebbings
Apr 18, 2026 bullish
Opinion
Jake Paul: Donald Trump Is One of the Best U.S. Presidents
“I think he Is arguably one of the best presidents the United States has had in, in this term. There's so much propaganda and things, but at the end of the day he's doing an incredible job, and there's always gonna be criticisms.”
Jake Paul Apr 18, 2026 ▶ 37:05 Jake Paul: Traditional VC is Toast & Attention is More Valuable than Cash · 20VC with Harry Stebbings
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