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
Everyone’s chasing success — but what does that actually mean? Founders hit milestones, sell companies, and still feel unsatisfied. After 150+ interviews, the most consistent lesson is that most people are aiming at the wrong definition.
Here’s what we talk about:
- Why the traditional founder definition of success doesn’t hold up
- The dangerous feedback loop of external validation
- How imposter syndrome thrives — even after a $50M exit
- Why goal-setting alone can leave you feeling hollow
- The “post-success” slump that no one prepares for
- Why founders keep building (and chasing) after they’ve “won”
- A better way to define success that doesn’t move the goalposts
Cool Links:
Sponsors:
Chapters:
- (1:00) Founders Who “Make It” Still Feel Unsatisfied
- (2:57) Defining Success: Objective vs. Subjective
- (4:27) The Founder’s Scoreboard and Moving Goalposts
- (5:11) The Emptiness After Achieving Big Goals
- (6:36) Internal Fulfillment vs. External Markers
- (8:23) Connecting Goals to Personal Fulfillment
- (8:44) The Search for Purpose After Success
- (9:25) Rethinking Purpose: Determination Over Destiny
- (10:30) Lifelong Fulfillment vs. Chasing Milestones
- (10:48) The Trap of Confusing External and Internal Success
- (12:01) Why Internal Success Makes External Success Easier
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: Jackie Lamport
- Not really the host, but the producer.
- Wrote this sentence.
What is Moneywise?
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.