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All-In Podcast E280: The Trillion-Dollar IPO Rush, AI Token Wars & Trump Accounts
In episode 280 of the All-In Podcast, hosts Jason Calacanis, Chamath Palihapitiya and David Sacks are joined by 'bestie' Brad Gerstner (David Friedberg is on vacation) to unpack a trillion-dollar rush to the IPO exits led by SpaceX and expected to be followed by Anthropic and OpenAI. The group debates the sustainability of exploding AI token spend, the tug-of-war between frontier labs and cheap open-source models, sovereign AI ambitions, and whether enterprises can actually prove ROI. The emotional centerpiece is the launch of 'Trump Accounts' (the Invest America Act), a $1,000-at-birth investment account for every American child that Gerstner championed for four years, now live as the number-one app in the App Store, with billionaire philanthropists like Michael Dell and Gwynne Shotwell seeding accounts for lower-income kids.
Candidly
Candidly is an AI-native financial wellness platform that helps employers, financial institutions, recordkeepers and banks deliver personalized guidance on student debt, savings and retirement. Formerly FutureFuel.io, the company optimizes income-driven repayment, powers student-loan-to-401(k) retirement matches under SECURE 2.0, and now runs a multi-agent AI system - the Candidly Intelligence Center, fronted by its conversational assistant Cait - that spans debt payoff, budgeting, college planning and tax-advantaged accounts. Founded in 2016 by Laurel Taylor, Candidly reports it can reach roughly 1 in 2 U.S. workers through its distribution partners.