The BuiltBetweenBedtimes’s Podcast

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 next door to a Pilates studio might be the parenting hack nobody talks about, and the guys go deep on the age-old tension between engineering your kid's future versus just shepherding who they already are. Then the conversation shifts to Rama Capital's first deal, still working through the purchase and sale agreement, and what it actually takes to pull off a multifamily raise — from building the investor deck to finding a guarantor who can backstop the debt. It's not closed yet. But it's getting real.

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 proximity to greatness before he could afford to. Matt shares the locker room moment that rewired how he thinks about wealth, why service is the Trojan horse to knowledge, and what it really means to give yourself permission to pursue the life you want. Then he reveals the most audacious thing he's ever attempted: biking from the Mexican border to Canada — 2,000 miles, 12 days, 150 miles a day — while giving away $1 million to families along the route in real time. No fund. No someday. Just showing up mile by mile.