Matt Wilson on Building a Travel Business Empire While Roaming the Globe episode artwork

EPISODE · Nov 7, 2025 · 31 MIN

Matt Wilson on Building a Travel Business Empire While Roaming the Globe

from Travel Writing Podcast · host The Travel Writing Podcast

If you travel when you're young and fall in love with the thrill and freedom of the road, a choice eventually arises. Do you abandon the traditional milestones of success and accomplishment and let the road be your life? Or do you do the 'grown-up' thing, move home, get a good corporate job, climb the ladder, and 'achieve'? Matt Wilson looked this choice squarely in the eye and said, "Why Not Both?" From a successful career as the founder of 'Under 30 CEO' in New York, he embraced the digital nomad freedom with a base in Puerto Rico. Years of travel followed, but business was not left behind. Matt fused his passion for travel with his entrepreneurial skills to create 'Under 30 Experiences,' a Millennial-oriented travel company. He authored the Millennial Travel Guidebook and made the Financial Times 1000 list of America's Fastest-Growing Companies. Matt is now a father, and we spoke about how fatherhood changed his approach to travel, business, and work-life balance. (And, although she was so well-behaved you won't hear on the audio, my baby daughter joined us for the last 10 or so minutes of the episode, and you'll hear Matt's reaction as she enters the screen). Listen to Matt speak about success, business, travel, and parenthood on the Travel Writing Podcast here or find us on Spotify or iTunes.

If you travel when you're young and fall in love with the thrill and freedom of the road, a choice eventually arises. Do you abandon the traditional milestones of success and accomplishment and let the road be your life? Or do you do the 'grown-up' thing, move home, get a good corporate job, climb the ladder, and 'achieve'? Matt Wilson looked this choice squarely in the eye and said, "Why Not Both?" From a successful career as the founder of 'Under 30 CEO' in New York, he embraced the digital nomad freedom with a base in Puerto Rico. Years of travel followed, but business was not left behind. Matt fused his passion for travel with his entrepreneurial skills to create 'Under 30 Experiences,' a Millennial-oriented travel company. He authored the Millennial Travel Guidebook and made the Financial Times 1000 list of America's Fastest-Growing Companies. Matt is now a father, and we spoke about how fatherhood changed his approach to travel, business, and work-life balance. (And, although she was so well-behaved you won't hear on the audio, my baby daughter joined us for the last 10 or so minutes of the episode, and you'll hear Matt's reaction as she enters the screen). Listen to Matt speak about success, business, travel, and parenthood on the Travel Writing Podcast here or find us on Spotify or iTunes.

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Matt Wilson on Building a Travel Business Empire While Roaming the Globe

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This episode was published on November 7, 2025.

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If you travel when you're young and fall in love with the thrill and freedom of the road, a choice eventually arises. Do you abandon the traditional milestones of success and accomplishment and let the road be your life? Or do you do the 'grown-up'...

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