Jun 22, 2026 · 44 min · 14 segments
This week on The Travel Business Unpacked podcast, host Meredith Calloway is joined by returning guest John Rees, founder of J5 Luxury Travel Tailors. After leaving a successful career in day…
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John ReeceGuestAnd also, John is a, a main character in the book, The 7-Figure Travel Entrepreneur.
So the last time we had you on the podcast was one of our first episodes, I believe, and it was really just about your journey of leaving the finance world, where you were a day trader and you were somewhat miserable.
And eventually took a very similar leap of faith that I took, which was to just leave that behind and start a travel business.
But lucky for you, we had, or we had created the Travel MBA program, so you actually had a path to fall right into.
When you look back at that journey, what would you tell the John Reece from 15 years ago?

I'm generally pretty happy with the journey, and even though it has been a, a real rollercoaster for-

... certain reasons, but I would be more on top of the numbers from an earlier stage rather than just, yeah, it'll work.

My f- E- even though I spent all my previous career in the financial industry, I ended up being not very good at running my own numbers, so I would get-
And also, John is a, a main character in the book, The 7-Figure Travel Entrepreneur.
So the last time we had you on the podcast was one of our first episodes, I believe, and it was really just about your journey of leaving the finance world, where you were a day trader and you were somewhat miserable.
And eventually took a very similar leap of faith that I took, which was to just leave that behind and start a travel business.
But lucky for you, we had, or we had created the Travel MBA program, so you actually had a path to fall right into.
When you look back at that journey, what would you tell the John Reece from 15 years ago?

I'm generally pretty happy with the journey, and even though it has been a, a real rollercoaster for-

... certain reasons, but I would be more on top of the numbers from an earlier stage rather than just, yeah, it'll work.

My f- E- even though I spent all my previous career in the financial industry, I ended up being not very good at running my own numbers, so I would get-
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