Some remote workers choose co-living and co-working as an escape from routine. Others choose it because they’ve intentionally designed their lives and businesses to be mobile from the ground up. Jordan Tait belongs to that second group — someone who didn’t accidentally fall into remote work, but built his entire lifestyle around it.
When we spoke, I asked him a series of questions about how co-living fits into his work rhythms, how he chooses places, and what truly matters when your livelihood depends on good Wi-Fi and a peaceful workspace. His answers speak for themselves, and I’m sharing them here exactly as he wrote them.
"I've been working remotely for 5 years. I do a combination of short (1 week) and longer (2-4 week) trips every year, while co-working with my partner. We both run our businesses remotely. We love the freedom to work from anywhere, travel for longer, and choose when to work vs when to enjoy the trip. We intentionally built our businesses to be mobile and simple. We love the lifestyle but there are challenges. We've learned that it's hard to focus on your work in the same way while traveling. It can be difficult when we have different work schedules while traveling. It also can be stressful if you're taking time off to enjoy travel but a client is emailing for support. But overall we feel the tradeoffs are easily solved and worthwhile for the benefits."
Jordan captures the reality many remote business owners experience: mobility brings joy, but it also requires discipline, boundaries, and a certain flexibility toward the unpredictable moments clients inevitably bring.
"Because my business depends on private calls with clients we always search for airbnb options with 2 separate working spaces. We both only need our laptop and an internet connection to work so it doesn't have to be fancy but we do need strong internet and a comfortable work space. On top of that we look to stay in walkable neighborhoods where we can explore outside of working, ideally near a beach and good restaurants."
This is the formula many remote workers eventually land on:
two workstations, strong Wi-Fi, and a neighborhood that inspires you to step away from the screen when the day is done.
"I havn't worked with people outside of my partner so it hasn't led to new relationships but that's not the goal for me. It's always about being able to focus on my work and support my clients while having more time to enjoy my life outside of work."
There’s something refreshing in this honesty. Not every co-living journey is about networking or community building. For some, it’s simply about optimizing life so work and joy can coexist more peacefully.
"Only 1 shared working space for multiple people. Bad wifi connection. A location that isn't walkable. Price per night over $200."
Clear, practical, and familiar to anyone whose business depends on client calls and reliable internet. These aren’t luxuries — they are the minimum viable conditions for remote success.
"We either rent an airbnb or do housesits through trustedhousesitters.com. Both options have enabled us to travel globally in a cost-effective and fun way. But we never go back to the same place twice."
There’s a nomadic philosophy buried in that last sentence:
keep exploring, keep expanding, keep discovering new corners of the world.
1. Build your business to support the life you want — not the other way around.
He and his partner created simple, mobile businesses that allow for freedom and travel.
2. Your workspace determines the quality of your work.
Separate work areas and strong Wi-Fi are non-negotiable. Comfort matters.
3. A good location fuels creativity and rest.
Walkability, restaurants, beaches — they shape the overall experience.
4. Co-living doesn’t have to be about meeting people.
Sometimes it’s simply about balancing deep work with a fully lived life.
5. You don’t need to return to the same place twice to feel at home.
Exploration itself can become your constant.
For anyone building a remote-first business — including email designers, developers, and creatives — Jordan’s perspective is a reminder that thriving remotely requires both structure and spontaneity. And when done right, co-living becomes a foundation for a life where work and freedom support each other beautifully.
👉 This post is the second of many to come, each sharing a unique perspective on co-living. If it resonates with you, I’d love for you to share your own experience here.
📩 Connect with me on LinkedIn or send a message.
With Love from Canada
Annett
Founder, EmailBoutique.io
