Hear how Japan, startup life, and global travel shaped Taylor’s approach to entrepreneurship and intentional living. In Part 2 of the conversation, Taylor Wallace reflects on how her deep connection with Japan shaped her worldview and confidence as a global traveler, sharing stories from Kyoto, Mount Fuji, and the cultural experiences that made the country feel like a second home. She then traces her path into entrepreneurship, the sale of her startup while living abroad, and how community and global mobility helped launch her location-independent life. Taylor also breaks down her concept of the Fit Founder Lifestyle, offering practical insights on balancing business ambition with health, travel, and intentional living while building a career on the road.
Episode #376: Japan, Remote Entrepreneurship & The Fit Founder Lifestyle with Taylor Wallace
Episode Summary
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About the Guest

Taylor Wallace
Taylor Wallace is a longtime digital nomad, remote entrepreneur, non-profit leader and skydiver who has traveled to over 80 countries. Over the last decade, Taylor has lived and worked across North America, Latin America, and Southeast Asia while leading strategic partnerships in venture capital, emerging tech, and social innovation. She advocates for “The Fit Founder” lifestyle, blending entrepreneurship with intentional living, and her work has been featured in Entrepreneur Magazine.
What You'll Learn
- How immersing yourself in places like Japan can build confidence, cultural fluency, and a deeper sense of independence while traveling.
- What it takes to build a business while living globally.
- How to balance entrepreneurship, travel, health, and intentional living on the road.
Links From the Episode
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CONTACT AND FOLLOW TAYLOR
CELEBRATION MENTIONED IN THIS EPISODE
- Semana Santa (Holy Week)
CITIES IN JAPAN MENTIONED IN THIS EPISODE
CITIES IN PORTUGAL MENTIONED IN THIS EPISODE
CITIES IN SPAIN MENTIONED IN THIS EPISODE
MUSICAL GENRES MENTIONED IN THIS EPISODE
JAPANESE EXPERIENCES MENTIONED IN THIS EPISODE
OTHER PLACES MENTIONED IN THIS EPISODE
- Berlin (Germany)
- Boston
- Buenos Aires
- Canary Islands
- Colombia
- Croatia
- Greece
- Mount Vesuvius (Italy)
- Japan
- Serbia
- Spain
- Thailand
- Turkey
- Utah
- Vietnam
Time Stamped Show Notes
**Click the time stamp to jump directly to that point in the episode.
[1:22] Learning About the Impact of Dropping Nuclear Bombs on Japan
[6:49] Studying Japanese for 6 Years
[11:31] First Trip to Japan
[12:59] Going to Mt. Fuji for her 25th Birthday
[20:15] Taylor’s Entrepreneurial Journey
[27:15] Taylor’s Digital Nomad Journey
[34:40] The Fit Founder Lifestyle: Blending Entrepreneurship, Intentional Living and World Travel
[44:15] Follow and Connect with Taylor