Jen's Remote Work & Travel Blog Posts

5 Lessons I Learned After a Decade of Working Remotely

5 Lessons I Learned After a Decade of Working Remotely

October 20, 2025

Niseko Hokkaido: A Winter Escape for the Traveling Entrepreneur

Niseko Hokkaido: A Winter Escape for the Traveling Entrepreneur

October 4, 2025

Travel Hacks for Digital Nomads: Making the Most of Every Destination

Travel Hacks for Digital Nomads: Making the Most of Every Destination

October 1, 2025

Why I Don’t Travel Full-Time as a Remote Freelancer (And What Works Instead)

Why I Don’t Travel Full-Time as a Remote Freelancer (And What Works Instead)

September 27, 2025

Balancing Work and Travel: Tips for Digital Nomads

Balancing Work and Travel: Tips for Digital Nomads

September 25, 2025

How to Spot (and Avoid) Nightmare Clients on Upwork

How to Spot (and Avoid) Nightmare Clients on Upwork

September 19, 2025

I Gave Up the Hard Hustle. Here’s What Happened

I Gave Up the Hard Hustle. Here’s What Happened

September 16, 2025

Before You Quit Your 9–5: Brutally Honest Freelancing Truths

Before You Quit Your 9–5: Brutally Honest Freelancing Truths

September 9, 2025

The Secret to Thriving as a Hybrid Traveler — Hint: It’s Not a Beach View

The Secret to Thriving as a Hybrid Traveler — Hint: It’s Not a Beach View

September 2, 2025

I Don’t Travel Full-Time — But Every Trip Still Changes Me

I Don’t Travel Full-Time — But Every Trip Still Changes Me

August 26, 2025

The Ugly Truth About Travel Goals on Instagram (And What Travel Really Feels Like)

The Ugly Truth About Travel Goals on Instagram (And What Travel Really Feels Like)

August 19, 2025

From $0 to Top-Rated PLUS on Upwork: The Blueprint No One Gave Me

From $0 to Top-Rated PLUS on Upwork: The Blueprint No One Gave Me

August 12, 2025

Planning Your First Trip to Japan? Here’s What I’d Do (I Go 3x a Year)

Planning Your First Trip to Japan? Here’s What I’d Do (I Go 3x a Year)