Built Between Bedtimes

BuiltBetweenBedtimes
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Built Between Bedtimes is a podcast for ambitious dads building businesses, families, and meaningful lives — often after the kids are asleep. Hosted by real estate entrepreneurs and fathers in the trenches, this show dives into the real conversations behind entrepreneurship, fatherhood, marriage, and personal growth. We talk about: Building real estate portfolios Balancing business and family life The wins, struggles, and lessons of fatherhood What it takes to create freedom and legacy These are the conversations that happen after bedtime — when the real work begins. If you're a dad trying to build something meaningful while raising a family, this podcast is for you.

  1. -5 ч

    Built Between Bedtimes – Episode 17: He Burned $500 in API Credits by Monday, So He Ordered a Second Mac Mini

    In this episode, Rob is deep in the AI rabbit hole — and it's getting expensive. After burning through his entire monthly Claude allotment by Monday building three bots simultaneously, he racked up $500 in API overage in two days doing "minimal" work. His solution? Order a second Mac Mini, run it headless under his desk, and spin up a second $200/month Max plan. Chris and Rob get into why the businesses actually winning with AI aren't cutting people — they're amplifying them. Then it's a preview of the next Portland REI Meetup, a sneak peek at guest Arie Van Gemeren and his 300-400 unit pre-war portfolio, and a rabbit hole on whether MLS data could be the final unlock for a truly automated underwriting tool.

    32 мин.

  2. -2 дн.

    Episode 16: Cold Coffee, a Galvanized Pipe from 1928, and a 150-Unit Deal That Came Out of Nowhere

    In this episode, Chris and Rob swap Mother's Day stories — one involving a perfect embroidered sweatshirt, the other a broken play that turned into cold coffee, canceled reservations, and a lesson in never giving your wife too many options. Then the conversation pivots to deals: Rama Capital's 20-unit is heading into final negotiations with a failed roof, a shot water heater, and original 1928 galvanized plumbing pushing the case for a price reduction — while a brand new 150-unit opportunity lands out of nowhere with return metrics that actually work. Chris breaks down why scaling up changes everything from property management fees to your credibility as an operator, and why getting that first big close might be the only thing standing between Rama Capital and any deal they want.

    39 мин.

  3. 19 июн.

    Built Between Bedtimes – Episode 15: The $500K Windshield, the Psychology of Debt, and Why People Buy Houses With Their Emotions

    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.

    45 мин.

  4. 18 июн.

    Built Between Bedtimes – Episode 14: The Birthing Cave, the AI Named Kira, and the Defamation Clause Nobody Wants to Read

    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.

    43 мин.

  5. 17 июн.

    Built Between Bedtimes – Episode 13: Cenotes, Couples Coaching, and a 60% Return Deal That Sounded Like a Typo

    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.

    40 мин.

  6. 11 июн.

    Built Between Bedtimes – Episode 12: The Permit She Refused to Get, the Bot That Replaced a GM, and Why Your Biggest Bottleneck Is Hiding in Plain Sight

    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.

    30 мин.

  7. 2 июн.

    Built Between Bedtimes – Episode 11: The First Kick, the Foreclosure Cartel, and How Rob Bought a House for $1 Over the Bid

    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.

    39 мин.

  8. 22 мая

    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.

    44 мин.
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Built Between Bedtimes is a podcast for ambitious dads building businesses, families, and meaningful lives — often after the kids are asleep. Hosted by real estate entrepreneurs and fathers in the trenches, this show dives into the real conversations behind entrepreneurship, fatherhood, marriage, and personal growth. We talk about: Building real estate portfolios Balancing business and family life The wins, struggles, and lessons of fatherhood What it takes to create freedom and legacy These are the conversations that happen after bedtime — when the real work begins. If you're a dad trying to build something meaningful while raising a family, this podcast is for you.

Информация

  • Автор
    BuiltBetweenBedtimes
  • Годы выхода
    2 тыс.
  • Выпуски
    18
  • Ограничения
    С ненормативной лексикой
  • Авторские права
    © Copyright 2026 All rights reserved.
  • Сайт подкаста
    Built Between Bedtimes

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