Shows / Built Between Bedtimes
Built Between Bedtimes
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…
Episodes
- Built Between Bedtimes
Built Between Bedtimes – Episode 47: Three Kids Didn’t Come Home, and We Can’t Look Away
In this episode, the guys set aside the business talk for something heavier. A school shooting in Bend hits close to home — all three of them are dads, all…
- Built Between Bedtimes
Built Between Bedtimes – Episode 46: The Tenant Stopped Paying, Then Fell, Then Sued for $700K — and It All Came Down to One Millimeter
In this episode, Dylan finally closes the book on a lawsuit that’s been running for a year and a half — a tenant who stopped paying rent, fell on the stairs…
- Built Between Bedtimes
Built Between Bedtimes – Episode 45: She Double-Crossed the Algorithm, 14X’d the Conversions, and Hit Six Figures in One Month
In this episode, Dylan comes in hot with Seneca’s biggest month in company history — and a rep who closed over six figures in a single month and immediately…
- Built Between Bedtimes
Built Between Bedtimes – Episode 44: Chris Ran Into Damian Lillard at Swim Class, Rama Is Hunting Its Next Apartment Deal, and Parenting Is Still Really Hard
In this episode, Chris casually runs into his neighbor Damian Lillard at the kids’ swim class and seriously considers handing Dame one of his Blazers schedule…
- Built Between Bedtimes
Built Between Bedtimes – Episode 43: Two Hole-in-Ones in One Round, AI Can Run Your Business Through a Text, and a $5,400 Property Management Disaster
In this episode, Dylan is back from the Mandane Conference, where maroon blazers, vocal improv, Pokémon card economics, and a presentation on Rama Capital…
- Built Between Bedtimes
Built Between Bedtimes – Episode 42: The Chip King, the Containment Breach, and the Price Point That's Killing Flippers
In this episode, Chris and Rob go deep on the All-In Podcast's conversation with Jensen Huang — NVIDIA founder, OSU alum, Aloha High grad — and what he said…
- Built Between Bedtimes
Built Between Bedtimes – Episode 41: Nine Months, One Close, and the House Manager Who Saved Their Marriage
In this episode, Chris is back from three weeks of back-to-back travel — Caldera Springs, Dave Matthews at the Gorge where he and Sam first met, and a…
- Built Between Bedtimes
Built Between Bedtimes – Episode 40: Daycare Chaos, Founder-Led Sales, and Should Chris Even Be Building This?
In this episode, Chris’s morning starts with a daycare call — Carter threw up on Tanner, which is somehow better than throwing up on a stranger’s kid. Rob…
- Built Between Bedtimes
Built Between Bedtimes – Episode 39: Empty Nesters by Friday, an AI Tool No Buyer's Agent Is Running, and $4,800 Worth of Sod That Had to Happen
In this episode, Rob drops Max off at Lewis and Clark on a Friday morning and comes home to an empty house for the first time in 18 years. She's already…
- Built Between Bedtimes
Built Between Bedtimes – Episode 38: Solo Dad Night, Max Is Moving Out, and Rama Capital Is Days Away From Closing
In this episode, Dylan is flying solo tonight — Erica's at a Whitney show at Topaz Farms, grandma's coming over for baby training, and he's trying to figure…
- Built Between Bedtimes
Built Between Bedtimes – Episode 37: He Lost $110,000 in a Gator Lending Scam, Got Kicked Out of a Thread, and Almost Invested in a Second One
In this episode, the guys smuggle a cantaloupe into a theater, Rob gets the boys into swimming lessons, and then things take a turn. Rob opens up about losing…
- Built Between Bedtimes
Built Between Bedtimes – Episode 36: Costa Rica, a Four-Hour Work Week, and the Plan to Disappear for a Quarter
In this episode, Chris and Rob pick up where they left off — with Tim Ferriss, the Four-Hour Work Week, and what it actually looks like to stop being the…
- Built Between Bedtimes
Built Between Bedtimes – Episode 35: Max Is Moving Out in 20 Days, Rob Gave His Contractor a Credit Card, and the Leadership Mistake That Was Costing Him More Than He Knew
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…
- Built Between Bedtimes
Built Between Bedtimes – Episode 34: He Lost $25K, Missed the Deadline by One Day, and Almost Took Down a 65-Unit Alone — Here's What He Learned
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…
- Built Between Bedtimes
Built Between Bedtimes – Episode 33: The Malarkey Family Sold for $1.3 Billion, Rob Finally Moved the McMinnville Property, and Why the Fail Flip Became the Best System-Builder
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…
- Built Between Bedtimes
Built Between Bedtimes – Episode 32: The 10-Year-Old Got His Port Out, the Bottle Warmer That Changes Everything, and the $500K Tax Exemption Nobody Talks About
In this episode, Chris's chemo pal — the 10-year-old he's been visiting through the Children's Cancer Association — just had his port removed. He's done. Chris…
- Built Between Bedtimes
Built Between Bedtimes – Episode 31: He Finished the Half Iron Man, Claude Trained Him the Whole Way, and Why Doing More Things Might Be Your Biggest Problem
In this episode, Chris finally did it — a half Iron Man, trained entirely by Claude over six months starting from barely completing one lap. The swim was…
- Built Between Bedtimes
Built Between Bedtimes – Episode 30: He Stole His Parents' Suburban at Midnight, an AI Hiring Filter Nobody's Using, and the Workflow That Knows Your Buy Box Better Than You Do
In this episode, Rob's daughter finally has her permit — and Rob has no interest in letting her near the Tesla just yet. Chris shares the story of sneaking out…
- Built Between Bedtimes
Built Between Bedtimes – Episode 29: The Blowout During the Panel Interview, the Half Iron Man Eve, and the AI That Now Underwrites 30 Deals Every Morning at 9 AM
In this episode, Dylan is solo with the baby for the first time and learns the hard way that blowouts don't wait for panel interviews to end. The Snoo gets a…
- Built Between Bedtimes
Built Between Bedtimes – Episode 28: Tanner Turns Five, a Tigard Flip Nobody Saw Coming, and the SMS Bot Rob Built So He Wouldn't Have to Wake Gabby Up
In this episode, Tanner turns five with real golf clubs and a hand-selected guest list — and Chris is fully locked in on becoming his caddy someday. Rob closes…
- Built Between Bedtimes
Built Between Bedtimes – Episode 27: She Was Born at Exactly 4 PM, Rama Is Oversubscribed, and the Deadline That Made Everybody Pick Up the Phone
In this episode, Dylan is officially a dad — and joins the show exactly seven days after his daughter arrived at exactly 4:00 PM. He shares what the induction…
- Built Between Bedtimes
Built Between Bedtimes – Episode 26: He Broke Into the House He Just Bought, Got Outbid by a Rookie, and Took His Kids Camping (It Did Not Go Well)
In this episode, Rob picks up a Tigard flip at the foreclosure auction for $302K — by out-comping the agents who priced it wrong — then goes straight from the…
- Built Between Bedtimes
Built Between Bedtimes – Episode 25: Nobody Wanted to Move to McMinnville, the Rent-to-Own Buyer Who Thinks It's a Scam, and the CRM That Now Knows What People Want Before They Do
In this episode, Rob's McMinnville property open house has a motivated seller, suspicious buyers, and a Kool-Aid Man moment where a couple threw the door open…
- Built Between Bedtimes
Built Between Bedtimes – Episode 24: Six Days to Induction, a Hormone Tip That Changed Everything, and Why the Blinds Salesperson Completely Missed the Moment
In this episode, Dylan is six days out from induction and spending every night until midnight clearing his bottlenecks before the baby arrives — including…
- Built Between Bedtimes
Built Between Bedtimes – Episode 23: The Oil Tank That Wasn't Decommissioned, the 150-Unit That Needs a Capital Partner, and Why Your Best Employee Might Also Be Your Worst Communicator
In this episode, dads — because that's officially what we're calling you — the guys open with something every new parent knows: the moment you realize you're…
- Built Between Bedtimes
Built Between Bedtimes – Episode 22: The Grad Night Pickup at 1:17 AM, the Refer-a-Friend Program That Pays $501, and the AI System That Replaced a $300/Month Tool
In this episode, the guys celebrate over freshly made margaritas on a Friday afternoon. Rob's daughter graduates high school at PSU's packed auditorium — and…
- Built Between Bedtimes
Built Between Bedtimes – Episode 21: The Question That Broke His Identity, and the Rent-to-Own Model That Printed $100K More Per Deal
In this episode, Rob runs an open house for a McMinnville property that's been sitting for five months — and breaks down the rent-to-own model from top to…
- Built Between Bedtimes
Built Between Bedtimes – Episode 20: His Last Birthday Without a Kid, Claude Is Training Him for a Half Ironman, and the Japanese Word That Might Change How You Think About a Whole Year
In this episode, Dylan celebrates his last birthday as a non-parent — two weeks out from a potential induction date, baby formula questions, and a car seat…
- Built Between Bedtimes
Built Between Bedtimes – Episode 19: The $20K That Almost Went Hard, the Doctor Who Almost Lost $650K, and Thirty-Two Offers on a Dump in Lake Oswego
In this episode, Rama Capital's earnest money nearly goes non-refundable — until Chris catches a contract clause that changes everything. With one week left…
- Built Between Bedtimes
Built Between Bedtimes – Episode 18: The 10-Year-Old Who Made Him Rethink Everything, and the Closer's Club Nobody Talks About
In this episode, Chris shares the moment that stopped him cold — sitting with a 10-year-old boy going through chemo, playing Battleship, building Legos, and…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- 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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- Built Between Bedtimes
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…
- 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
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…
- Built Between Bedtimes
Built Between Bedtimes – Episode 5: The Belt, the Guarantor, and the Deal That's Not Quite Closed Yet
In this episode, Chris, Rob, and Dylan get into the messy, real, unscripted side of building — as dads and as investors. Chris shares how a taekwondo class…
- Built Between Bedtimes
Built Between Bedtimes – Special Episode: He Started With -$30K, Now He's Riding 2,000 Miles to Give Away $1 Million
In this episode, Chris sits down with Matt King — CEO of GoBundance, family office operator for David Osborne, and a man who built everything he has by chasing…
- Built Between Bedtimes
Built Between Bedtimes – Episode 4: The Cat, the Kid, and the Deal That Could Change Everything
In this episode, Rob opens up about one of the hardest weeks of his family's life — saying goodbye to Cheeto, the cat his daughter named at age four and loved…
- Built Between Bedtimes
Built Between Bedtimes – Episode 3: The Deal That Could’ve Gone Very Wrong
In this episode, Chris, Rob, and Dylan break down one of the wildest real estate meetups they’ve ever experienced — a 500+ person event packed with investors…
- Built Between Bedtimes
Built Between Bedtimes – Episode 2: What We're Building, Why We're Pivoting, and the Real Estate Tax Secrets Nobody Talks About
In this episode, Chris, Rob, and Dylan each pull back the curtain on what they're actively building right now — and why none of it looks like it did a year…
- Built Between Bedtimes
Built Between Bedtimes – Episode 1: How We Met, Why We Started, and What Fatherhood Did to Our Businesses
In this episode, co-hosts Chris Merz, Robert Harden, and Dylan Scandalios introduce themselves and the podcast that started it all — a show about being dads…