#24. Oil Up, Odds Down, Offramps Out

Send us Fan MailEp. 24 is another full-blown Iran board, with the guys zeroing in on the biggest market-moving development so far: the Strait of Hormuz is still effectively shut, the Gulf is jammed with stranded ships, and the economic fallout is starting to look worse by the day. Andrew runs point on the situation, walking through Iran’s strikes on Qatari LNG infrastructure, the oil spike, trapped vessels, and the ugly reality that even if America wants the strait reopened, mines and fear can keep commerce frozen long after the missiles stop flying.From there, the discussion turns into a live portfolio review. Matt asks the big question: after loading up on long-dated no ceasefire bets and seeing them surge, is it time to peel some off or keep riding? The consensus leans toward staying patient. Nobody sees a clean offramp. Trump may want one, but Iran has no real incentive to fold quickly, and the broader regional dynamics make a quick ceasefire feel more fantasy than base case. The boys also revisit the “US forces entering Iran” angle, with Andrew arguing that if America wants to de-escalate, it may actually need to escalate first — and Kharg Island becomes a major point of discussion as a possible next target and strategic hinge.The back half broadens into macro and markets. They talk through how a prolonged Gulf crisis could hammer the world economy, why oil bets are suddenly live again, and whether the administration has badly underestimated the difficulty of securing maritime flow. Then Joel finally cashes in his teaser from last week and brings up the IPO board: SpaceX, Databricks, Anthropic, and the wider idea that the White House and regulators may be trying to reopen the public-markets spigot while sentiment still holds. They finish with a Rubio check-in, noting that his 2028 odds keep climbing while JD Vance stays weirdly absent, and wonder whether Rubio’s foreign-policy glow-up is a launchpad or a future liability if Iran becomes a long war.