Built Between Bedtimes

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.

Built Between Bedtimes – Episode 9: Five Pods of Whales, a 15-Year Storm, and the AI That Saved Us $4,000 in Legal Fees

In this episode, Dylan finally makes it back from Hawaii — just barely — after a once-in-15-years storm dumped two feet of rain on Maui, stranded flights, and turned a family vacation into a survival mode situation with twin four-year-olds and toilet paper earplugs. Chris recaps a Legoland daddy-daughter trip where they arrived late, left late, and somehow squeezed in seven rides. Then the conversation goes deep on AI — how Rama Capital used Claude to redline a PSA instead of paying $4–5K in legal fees, why the guys are rethinking how they hire, and why the most dangerous thing you can do right now is ignore what AI is doing to your industry.

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?"

Built Between Bedtimes – Episode 7: She Cried in the Bathroom, and the Deal We Almost Fell in Love With

In this episode, Dylan's in Maui and Chris and Rob are holding it down — talking about Rob's daughter's first job at Pizza Hut, a canceled order, a bathroom breakdown, and what it actually means to care about doing good work. Then the conversation shifts to the real cost of buying multifamily that looks great on paper: Chris tours two properties and discovers that spreadsheets don't tell you about 40% tenant turnover, units that feel like closets, or homeless camps cropped out of listing photos. Plus — why Rama Capital is pumping the brakes on new LOIs, and what $20–30K in due diligence costs actually at risk per deal.

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

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.