ABOUT THIS PODCAST 🔗

Update frequency:
every 5 days
Average audio length:
39 minutes
English
United States
45 episodes
since April 9, 2026
episodic

LATEST EPISODE 🔗

In this episode, Chris casually runs into his neighbor Damian Lillard at the kids’ swim class and seriously considers handing Dame one of his Blazers schedule real estate magnets. Then the guys get into Rama Capital — the upcoming Palladian investor event, their plan to overcommunicate with investo…

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In this episode, Dylan is back from the Mandane Conference, where maroon blazers, vocal improv, Pokémon card economics, and a presentation on Rama Capital somehow all make sense together. Chris then tells the story of hitting a hole-in-one at Shortland — on the same round his buddy hit one too. The…
In this episode, Chris and Rob go deep on the All-In Podcast's conversation with Jensen Huang — NVIDIA founder, OSU alum, Aloha High grad — and what he said about AI doom and gloom, the Industrial Revolution, and why America needs to lead the charge. Then things get weird: AI models are apparently …
In this episode, Chris is back from three weeks of back-to-back travel — Caldera Springs, Dave Matthews at the Gorge where he and Sam first met, and a hundred-degree humidity bomb in Texas and Oklahoma — and somehow came home without a single argument. The secret? A house manager who shows up once …
In this episode, Chris’s morning starts with a daycare call — Carter threw up on Tanner, which is somehow better than throwing up on a stranger’s kid. Rob follows it up with the story of Uncle Nick, a dead rat, and the shoe incident that started it all. Then the conversation turns to business. Dyla…
In this episode, Rob drops Max off at Lewis and Clark on a Friday morning and comes home to an empty house for the first time in 18 years. She's already texting from the dunes. Chris breaks down the AI-powered underwriting tool Pia built that's pulling MLS listings every morning, running back-of-na…
In this episode, Dylan is flying solo tonight — Erica's at a Whitney show at Topaz Farms, grandma's coming over for baby training, and he's trying to figure out how to stop answering his Philippine VA's messages at 2 AM. The guys dig into one of the weirder new-parent negotiations: how much grandpa…
In this episode, the guys smuggle a cantaloupe into a theater, Rob gets the boys into swimming lessons, and then things take a turn. Rob opens up about losing $110,000 in a gator lending scheme — transactional lending in Indiana that looked legit, had a spreadsheet, had a track record, had urgency …
In this episode, Chris and Rob pick up where they left off — with Tim Ferriss, the Four-Hour Work Week, and what it actually looks like to stop being the bottleneck in your own business. Chris's wife is already on board with moving the family to a community in Costa Rica — think communal dinners, i…
In this episode, Rob's daughter Max is 20 days from moving into Lewis and Clark — only child, never shared a room, roommate from California who's also in a band. It's happening fast. Then Rob gives a full rundown on how he's using Claude Cowork to manage three flips simultaneously — tracking vendor…
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