Built Between Bedtimes

In this episode, Dylan recaps the wildest golf story of the year — slicing a drive into a moving truck, tracking down the driver, and footing the bill on a Silverado windshield repair that ballooned past $500K in damage (and then broke again days later). From there the guys dig into debt — the psychological weight of payroll anxiety versus the strategic case for taking on debt to grow faster, and how each of them actually manages it personally and in business. Then Chris breaks down why his team just had its best month ever in a down market, why "the off-season" is really just a chance to do things differently, and the uncomfortable truth that every home-buying decision — no matter how data-driven it looks — ultimately comes down to emotion.

In this episode, Dylan recaps his Sedona baby moon — a spa day with no phones, a hike called the Birthing Cave (yes, it looks exactly like you'd think), and a sound bath with what can only be described as a hippie Carrot Top. Then the conversation goes deep on AI: Dylan reveals Indigo Construction now has two AI assistants, Kira and Iris, with Kira taking live inbound calls and running full estimate scripts. Dylan also opens up about firing a client who wanted white-glove treatment his cost seg business couldn't sustainably deliver — and why that "impasse" became one of the best lessons his team learned all year. Plus, the defamation clause Dylan built into his contracts after getting burned by Yelp reviews, and why AI reading every contract line by line is about to change how every business writes its fine print.

In this episode, Chris returns from a solo trip with his wife to Riviera Maya — zip lining, ATVs, and swimming through a crystal-clear cenote cave with stalactites hundreds of thousands of years old. The conversation turns personal fast: why date nights and couples coaching matter more than people admit, the men's work Chris is diving into with a new therapist, and the brother dynamic he's only just starting to unpack. Then it's back to business — Rama Capital's underwriting pipeline has flipped from drought to flood, with Pia flagging a deal projecting a 60% average annual return and motel conversions landing at under $20K a door. The question now isn't finding deals — it's staying disciplined enough not to chase every shiny one.

In this episode, Chris and Rob go two-on-two while Dylan sound bathes in Sedona — and cover more ground than expected. Rob finally cracks the code on getting his 17-year-old to take her driver's permit test after a forgotten PIN and a stranded Saturday do what two years of asking couldn't. Then it's all business: Chris gives a live update on the 20-unit deal with earnest money 30 days from going hard, Rob breaks down the AI general manager bot he built to run his operations while he sleeps, and Chris shares how he's using AI and his VA Pia to turn a monthly meetup into a warm lead machine. The takeaway? Partner with people who have experience, use AI to find your bottlenecks, and leverage VAs to get out of your own way.

In this episode, Dylan feels his baby girl kick for the first time — and responds by reading her a book through the belly. It's baby season all around: a partner's wife is being induced mid-recording, and Rob's sales team is quietly celebrating a teammate's paternity leave. Then things get interesting. Rob pulls back the curtain on the foreclosure auction world — courthouse steps, trustee sale lists, insider networks, and the Salem property he snagged for literally one dollar over the opening bid with nobody else in the room. Plus, why catching a seller before auction might be the single best deal structure in real estate, and why the guys think Oregon's trustee cartel deserves a Vice documentary.

 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.
 

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.

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?"

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.

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.