From The System2 Podcast, November 2025: After 21 years in the Marine Corps, Brian “Tosh” Chontosh has a pretty simple way of thinking about leadership: start with being a good human being. Tosh joined Matei on The System2 Podcast for a conversation about his career in the Marines, from enlisting at 18 and later becoming an officer to combat in Iraq and teaching leadership at the Naval Academy. In this clip, he talks about what he tried to teach the young officers there, and why character matters just as much as being good at the technical parts of the job. The full conversation gets into trust and team building, some of his experiences in combat, his transition out of the military, and the work he now does with veterans through Big Fish Foundation, which he founded in 2020. Full episode: piped.video/watch?v=DFDdp0DX…

If you’re using AI to write, how do you make sure it still sounds like you? Jorge Alvarez, Founder of evolveIQ, joins Matei Zatreanu on The System2 Podcast to talk about how he’s using AI in marketing and go-to-market, and how much the job has changed since his time at American Express and Two Sigma. In this clip, Jorge shares how he gets AI closer to his own voice by giving it his messaging, point of view, writing rules and a lot of context. The full conversation also gets into founder-led marketing, why cold email has gotten much harder, what AI lets smaller teams do today, and where marketing could be headed as these tools keep getting better. Watch the full episode: piped.video/watch?v=Ldwa06X4…

We're bringing The System2 Podcast to X. In a recent episode, Matei Zatreanu talks with Fiskl co-founder and CEO Alina Lapusneanu about AI, accounting and what AI could mean for tax compliance. Full episode: piped.video/watch?v=VSNf2ciQ…

Today’s post was written by @Aquiba_ @investvoyager, a Canadian public crypto-asset broker, is crypto's most sought-after acquisition target. @FTX_Official and @binance, made bids of $1.4B and $1.0B, respectively, despite the firm's market capitalization of just $7M

Another Random Walk drops: system2randomwalk.substack.c… with appearances from @MikeSchneiderAP @VisualCap @BirthGauge @datarade @rafalab @pbleic @JoePompliano @SMTuffy @VitalikButerin and others.