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 Reno, a $100K earnest money wire, a 60-day DD window he should have fought for, and a $6 million raise he never had a shot at pulling off alone. He missed the qualified opportunity zone deadline by one day, paid six figures in capital gains, and walked away with $25K in sunk costs and a lesson that eventually led him to Dylan and the Rama Capital model. Dylan follows with his own: leaving a six-figure tech career, starting Seneca with no salary, almost losing his marriage, and not paying himself for over a year while the business quietly scaled to $45K a month. Two very different failure stories. Both completely worth hearing.