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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.
A message from our Sponsors:
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Cool Links:
Hampton https://www.joinhampton.com/
Lower Street https://www.lowerstreet.co/
Preston’s Twitter https://x.com/prestonholland6
Preston’s Newsletter: https://prestonholland.com/bio
Chapters:
00:00 Introduction: The Allure of Flying Private
00:24 The Realities of Flying Private
01:04 Types of Private Jet Ownership
01:39 Chartering vs. Owning: Costs and Considerations
04:25 Fractional Ownership Explained
06:39 Co-Ownership: Pros and Cons
07:15 Full Ownership: Is It Worth It?
07:40 Understanding Private Jet Classes
18:47 The Hidden Costs of Private Jet Ownership
22:18 Who Actually Owns Private Jets?
25:37 The Value of Time and Convenience
32:41 Buying New vs. Used Jets
33:58 Beware of Scams in the Private Jet Market
34:27 Conclusion: Is Flying Private 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.
You Host – Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
Older than I appear, I promise.
Jet reference picture sources:
TCM960 – Flieger Magazin: https://www.fliegermagazin.de/
PC12 – Private Jet Charter: https://www.privatejetcharter.de/
King Air – Aircraft Exchange: https://aircraftexchange.com/
Citation M2 – Air Charter Service: http://aircharterservice.com/
Phenom 300 – JetCraft: https://www.jetcraft.com/
Citation XLS – JetCraft: https://www.jetcraft.com/
Super Mid Size – Luna Jets: https://www.lunajets.com/
Challenger 650 – JetCraft: https://www.jetcraft.com/
G700 – Gulfstream Aerospace: https://www.gulfstream.com/
