Intro

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:

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

Sponsors:

• Join 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywise
• Achieve your dream body with dailybodycoach.com/moneywise
• Tame your taxes today at https://olarry.com/moneywise

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.