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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: https://joinhampton.com/

Everyone thinks the “rich person” life is about fast cars, fancy watches, and designer flexes. But when we talked to over 150 high-performing founders, the things they actually spend on – and swear by – were surprisingly practical. Some luxuries just look good on Instagram. Others change the way you live, work, and feel every day.

Here’s what we talk about:

  • The #1 luxury nearly every founder says they’ll never go without again
  • Why hiring a housekeeper or private chef might save your business (and marriage)
  • The health investments founders make – and which ones are worth skipping
  • Why some founders spend $100K/year on concierge medicine for their families
  • Renting at $17K/month: outrageous flex or return-on-happiness?
  • The emotional ROI of experiences (and the trip one founder spent $500K on)
  • Business class vs. private jets: which travel upgrade is actually worth it?
  • How these purchases impact kids – and the fine line between “comfortable” and “entitled”


Cool Links:

Sponsors:

Chapters:

  • (1:18) Stuff You Buy vs. Stuff That Matters
  • (1:58) Buy Back Your Time (Not Just Watches)
  • (3:04) The Housekeeper Dilemma: Freedom or Softness?
  • (4:23) Health Hacks: Trainers, Gyms & Biohacking
  • (6:11) Therapy, Insurance, and the $100K Checkup
  • (7:22) Dream Homes: ROI on Happiness
  • (10:53) Experiences > Things: The Data Says So
  • (12:00) Cancer, Family, and $500K on Memories
  • (15:13) Connection, Curiosity, and Intentional Spending
  • (15:33) The Business Class Trap
  • (16:44) The Real List: What’s Actually Worth It

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.
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85 episodes