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 communications, job costing, and construction timelines across a master folder that cross-references itself. He also admits to handing a contractor his credit card for Lowe's runs, which nobody around him thought was a good idea. And the biggest insight from his book stack this year: he's been talking too much in team meetings, not listening enough, and the one time he reversed that — asking questions and staying quiet — his team surfaced problems he didn't even know existed.

In this episode, the guys do something they've been putting off — they talk about the failures. Chris opens up about his biggest: a 65-unit motel conversion in Reno, a $100K earnest money wire, a 60-day DD window he should have fought for, and a $6 million raise he never had a shot at pulling off alone. He missed the qualified opportunity zone deadline by one day, paid six figures in capital gains, and walked away with $25K in sunk costs and a lesson that eventually led him to Dylan and the Rama Capital model. Dylan follows with his own: leaving a six-figure tech career, starting Seneca with no salary,putting a strain on his marriage, and not paying himself for over a year while the business quietly scaled to $45K a month. Two very different failure stories. Both completely worth hearing.

In this episode, Chris recaps the Portland REI Meetup with James Malarkey — grandson of the founder of Malarkey Roofing, which sold for $1.3 billion in 2022. James went from janitor to shareholder, and now he's partnering with his celebrity chef brother to buy the real estate under their restaurants — including a new steakhouse and seafood spot opening in the Pearl District. Then Rob closes the book on McMinnville: a fail flip that became a rent-to-own deal, a $25K option fee from the most committed buyer in the funnel, and a system that's now fully built and ready to scale. The property didn't make anyone rich, but the playbook it produced might.