Stop making million dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com

Donald Spann built a multi-million dollar call center from scratch — with no outside capital, no technical background, and no safety net. Even crazier? He sold it for $12M to the first person who ever signed up.

Here’s what we talk about:

Dropping out of college because he knew he’d never work for anyone else
Building a cleaning business off a Reddit thread… then using it to launch something way bigger
Accidentally going viral and getting 65,000 applications on a mom blog
Why he’s never raised a dollar of capital — and never plans to
His $12M exit from a bootstrapped call center (and how the buyer was his first-ever customer)
Breaking down his finances: no real estate, no advisor, just stocks and angel bets
Growing up Black in a private school bubble and how that shaped everything
Living on $10K/month in Mexico and self-funding a new mezcal brand

Cool Links:

Hampton https://www.joinhampton.com/
Lower Street https://www.lowerstreet.co/

Sponsors:

Tam your taxes today at https://olarry.com/
Achieve your dream body with https://www.dailybodycoach.com/moneywise
Protect your upside and get your time back at https://www.cressetcapital.com/moneywise

Chapters:

(1:26) Donald’s Net Worth & Current Ventures
(3:57) Early Life, Education, and First Lessons
(7:40) First Businesses & Getting Into Y Combinator
(10:49) Building and Selling the Cleaning Business
(14:02) The Successful Exit of Vicki Virtual
(18:54) Personality, Confidence, and Entrepreneurial Edge
(22:41) Meritocracy, Hard Work, and the Role of Luck
(25:40) Reflections on Success & Personal Growth
(29:02) Race, Identity, and the Entrepreneurial Journey

This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

Your Host: Harry Morton

Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.

Arsenal vs Spurs: Who Takes the North London Derby? Liverpool at a Crossroads & Can Newcastle Shock Manchester City? Big Weekend Preview 11/21/2025

Men In Blazers

Liverpool's Inconsistency and Slot's Task

The AI-powered Podcast Player