Let’s be real for a second…

The digital nomad lifestyle has kind of become the dream, right?

Working from your laptop, traveling the world, waking up in a new country whenever you want… it sounds amazing. And it is amazing—but there’s also so much more to it that people don’t talk about.

In this episode, I’m sitting down with Courtney—one of our incredible HerHouse members—who is actually living this lifestyle. She’s built a freelance career in social media and marketing that allows her to work remotely while traveling the world.

But what I love about this conversation is that it’s not just the highlight reel. We talk about what it really looks like.

Because spoiler alert: it didn’t happen overnight.

Courtney started with a side hustle… tested things out… learned along the way… and slowly built a life that gives her both freedom and sustainability.

And if you’ve ever wondered:
“Could I actually do this too?”

This episode is for you.

In this episode, we talk about:

• How Courtney went from teaching abroad to building a fully remote freelance career
• Why most digital nomads actually start with a side hustle first
• The reality of working while traveling (and why routines matter more than you think)
• The biggest challenges of the digital nomad lifestyle (that no one talks about)
• How to find freelance clients + remote work opportunities
• Budget-friendly travel hacks that actually make this lifestyle sustainable
• Why staying longer in one place can completely change your experience

Ready to Travel With Built-In Community?

✨ Start with the free Solo Travel 101 workshop: >>Access Here>>

🌍 Explore HerHouse with a 7-day free trial: >>Join Here>>

📖 Grab Tess’s book Sherbet Skies: >>Buy Now>>

Website: https://www.herhouse.co/
Instagram (Tess): @tessmillhollon
Instagram (HerHouse): @herhouse.co

LinkedIn:@tess-millhollon
TikTok:@herhouse.co

Instagram: : @journeywith.court
TikTok:@wanderwith.court