Two Years in Thailand On September 19, 2024, I landed in Bangkok and started a new chapter of my life. I was born in Trinidad and Tobago, but my family migrated to Canada when I…
Browsing CategoryThe Entrepreneur Journey
Why Now Is the Best Time to Go All In on Solopreneurship
I recorded Episode 200 of Digipreneur FM this week. Two hundred episodes is a milestone I’ll sit with privately. But the topic we chose for it — I want to unpack publicly, because it’s bigger…
How Thailand, AI & the Modern World Made Me Rethink Life in 2026
Episode Overview In this highly personal return to the microphone for Episode 199 of Digipreneur FM, digital strategist and independent consultant Keron Rose explains why he had to completely rethink life in 2026. Broadcasting directly…
Redefining Digipreneur in 2026
1. Why This Shift Needed to Happen The last few years have been fun. Genuinely. A lot of learning, a lot of experimenting, a lot of building in public. Digipreneur has given me a front-row…
What Nobody Tells You as a Digital Nomad… But You Should Know
The Glamour vs. The Reality Everyone loves the Instagram version of the digital nomad lifestyle — laptops by the beach, $2 smoothies, perfectly framed sunsets, and captions about “freedom.” It looks effortless, like you just…
One Year in Thailand: A Caribbean Digital Nomad’s Reflection
The Flight That Changed Everything Leaving Trinidad wasn’t just another travel day; it felt like the closing of a whole chapter of my life.I was calm right up until I handed over my suitcases at…
Mexico’s Nomad Backlash: A Lesson for the Caribbean
1. The Global Migration Reset Mexico’s Nomad Backlash has become the go-to reference point for critics of remote worker migration. But that narrow view misses the bigger story — we’re living through a once-in-a-generation global…
The Rise of Digital Nomads and Why Countries Want Them!
The Rise of Digital Nomads: A New Era of Work and Lifestyle Imagine starting your day with a cup of coffee at a beachfront café in Thailand, spending your afternoon exploring ancient temples, and wrapping…
How To Migrate To Thailand From The Caribbean: Visa 101!
Thinking about moving to Thailand from the Caribbean?
Digital Nomad Visas: The Breakdown
Learn about the Digital Nomad Visas and how you can live a Nomad Life.