Podcast: Moneywise (LS 54 · TOP 0.5% what is this?)
Episode: 5 Luxury Purchases That Are Actually Worth It
Pub date: 2025-12-09

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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:

• 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/

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.

The podcast and artwork embedded on this page are from Hampton, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.