Built Between Bedtimes

Built Between Bedtimes – Episode 6: The Last Days, the First Kicks, and Why Portland Might Be the Smartest Bet Nobody's Making

40 min · 6. maj 2026
episode Built Between Bedtimes – Episode 6: The Last Days, the First Kicks, and Why Portland Might Be the Smartest Bet Nobody's Making cover

Description

In this episode, Rob is counting down the days until his daughter graduates — and the unexpected calm that comes with it. Dylan's baby is making herself known at 20 weeks, and the guys get into the strange, emotional math of how much time you actually get with your kids before they stop thinking you're cool. Then the conversation pivots hard into macro: Portland's cratering multifamily permit numbers, what SDC waivers actually mean for developers, why institutional money hasn't shown up yet — and why that might be exactly the window Rama Capital is betting on.

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11 episodes

episode Built Between Bedtimes – Episode 10: 150 People Showed Up, the Guy Who Owns 7% of America's RV Parks, and the Tax Secret Hiding in 61 Houses artwork

Built Between Bedtimes – Episode 10: 150 People Showed Up, the Guy Who Owns 7% of America's RV Parks, and the Tax Secret Hiding in 61 Houses

In this episode, Rob's Sub2 meetup is about to be standing room only — 150 people registered for an 80-person space — and the guys break down why Pace Morby's Creative Nation Tour turned a real estate event into a room where actual deals were closing in the crowd. Chris just got back from Squad Up Summit in Denver, where it snowed after a 75-degree dinner at Casa Bonita. Then Dylan drops some numbers that'll make you rethink everything — a 61-property investor who's been leaving hundreds of thousands on the table every year, a California hotel deal with $1.4M in tax savings, and a deep dive into why comparing real estate to the S&P 500 is the wrong math entirely.

22. maj 202643 min
episode Built Between Bedtimes – Episode 8: The Birthday She Never Forgot, the Arm That Smelled Terrible, and the Business Hiding in Plain Sight artwork

Built Between Bedtimes – Episode 8: The Birthday She Never Forgot, the Arm That Smelled Terrible, and the Business Hiding in Plain Sight

In this episode, Rob's daughter brings up a memory he wishes she'd forgotten — the birthday where a deal took priority over being present — and the honest conversation that followed. Then Chris's son Tanner finally gets his cast off after four weeks, revealing everything you never wanted to know about what happens inside a cast on a four-year-old. Plus — the guys get into the real cost of doing everything yourself as an entrepreneur, why handing off to a VA might be the highest-ROI decision you're not making, and how Hireflow VA was born from a meetup conversation, a three-year assistant relationship, and a lot of people who kept asking "can I just use yours?"

14. maj 202640 min