Gavin Newsom: Governor of California, former mayor of San Francisco, and a Democratic entrepreneur-turned-politician widely tipped as a 2028 presidential contender.
What this episode covers
Newsom traces his journey from a dyslexic kid raised by a struggling single mother to a wine-and-hospitality entrepreneur, and then accidentally into politics via a Willie Brown appointment. He recounts personal turning points including his mother's assisted suicide, an early extramarital affair, and his controversial 2004 decision to marry same-sex couples in San Francisco. The conversation pivots to a sweeping critique of the Trump administration and a candid diagnosis of why the Democratic Party has lost ground, especially with young men and entrepreneurs. Newsom argues for a 'glass box' approach to politics, defends California's economy, and discusses homelessness, the crisis facing boys and men, the Biden withdrawal, and the Epstein files. Throughout he balances warnings about democratic backsliding with calls for his own party to embrace strength, aspiration, and authenticity.
Recommended on this episode
The Pursuit of Wow!
Tom Peters
“there was a book Tom Peters wrote called The Pursuit of Wow. I mean, if there was one book that just hit me in the core”— Gavin Newsom
The guest's own work
Young Man in a Hurry
Gavin Newsom
“I've got a little memoir that I'm putting out, ironically, called Young Man in a Hurry next year.”— Gavin Newsom
Citizenville: How to Take the Town Square Digital and Reinvent Government
Gavin Newsom
“your book here as well I'm going to recommend because it really shaped how I think about your philosophy. It's called Citizenville”— Steven Bartlett
Also referenced (named, not recommended)
The Mask You Live In
Jennifer Siebel Newsom
“She followed up with two years later in 2015 with a documentary called The Mask You Live In about masculinity.”— Gavin Newsom
Miss Representation
Jennifer Siebel Newsom
“She did one that was particularly well received called a misrepresentation about the myths and disinformation around women and girls.”— Gavin Newsom
Tesla
Tesla
“In fact, I have one of the first Teslas right off the factory floor. I've been his biggest promoter and supporter for decades”— Gavin Newsom
Big reveals from this episode
- Newsom describes his mother leaving a voicemail announcing the date of her planned assisted suicide, and him holding her hand at her final breath.
- Admits to an extramarital affair early in his political career that humiliated his father and himself.
- Reveals an upcoming self-critical memoir titled 'Young Man in a Hurry.'
- Claims Trump publicly called for his arrest simply for being a political opponent who got elected.
- Says people close to Trump sent him a 'Trump 2028' hat, signaling they aren't joking about a third term.
- Recalls knowing 'something was off' the moment Biden walked on stage at the debate; confirms a panicked phone/text tree erupted among Democrats that night.
- Admits he was angry he got no heads-up before Biden dropped out and ignored an unknown call for six hours.
- States flatly that Epstein and Trump were close and that 'someone lied' about the Epstein files to win votes.
Worth remembering
- California now has roughly the fourth-highest GDP in the world.
- Newsom scored 960 on the SAT while his sister scored 1380; he still cannot read a speech without underlining and rereading it.
- His PlumpJack wine-and-hospitality business grew from one store to around 23 businesses and about 1,000 employees at peak.
- He created a '$500 failure award' for the biggest employee screw-up each month to reward initiative and risk-taking.
- During the 2004 'Winter of Love,' 4,036 same-sex couples from 46 states and 8 countries married in San Francisco.
- His wife's 2015 documentary 'The Mask You Live In' flagged the male mental-health crisis a decade before it became headline news.
- Newsom warns California is on track for roughly two-to-one female-to-male college graduates within six years.
- He claims 50 of 52 million US jobs created since 1989 came under Democratic administrations, versus 1.9 million under Republican ones.
- California is producing 26,000 new units of behavioral-health housing as part of major mental-health reforms.
- After his father's death, a peregrine falcon (his father's passion) appeared on the balcony, which Newsom took as a sign.