127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
Is flying private a waste of money, or the ultimate time hack for the ultra-wealthy? In this episode, we break down what it really costs, who it makes sense for, and why even billionaires think twice.
Here’s what we talk about:
- Private aviation expert Preston Holland explains the true cost of flying private, from charter to full ownership.
- When does it make financial sense? Around $2M in income and $20M net worth.
- Why fractional ownership is trending, even for people who can afford full planes.
- Guests like Andrew Wilkinson, Josh Payne, and Nick Huber share how and why they fly.
- The real costs: pilots, insurance, hangars, maintenance, and depreciation.
- Who flies private most: rural founders, franchise owners, post-monetary entrepreneurs.
- Flying yourself? FinTech founders and control freaks, take note.
- A PSA: Jets don’t make money, don’t fall for “fly for free” scams.
- Jackie reflects on patience vs. buying back time.
Cool Links:
Chapters:
- (00:00) Introduction and Andrew Wilkinson's Private Flying Experience
- (00:48) Exploring the Costs and Benefits of Flying Private
- (01:51) Types of Private Jet Ownership
- (03:12) Chartering vs. Owning: Financial Considerations
- (05:06) Fractional Ownership and Co-Ownership
- (07:52) Full Ownership: Pros, Cons, and Costs
- (12:28) The Realities of Owning a Private Jet
- (15:16) Entrepreneurs and Private Flying
- (32:20) The Environmental and Financial Costs of Private Jets
- (34:41) Conclusion and Final Thoughts
This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.
This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.
You Host - Jackie Lamport
- Not really the host, but the producer.
- Wrote this sentence.
