Digital Nomad

When You Choose Where to Live

The thought hit me somewhere between Cala San Vicenç and Port de Pollença — a proper long run along the coast, the kind where your mind wanders as your feet find their rhythm. Three weeks into this Mallorca fitness retreat, and I’d finally settled into the pattern of it all. Early work sessions, then a run along the seafront, yoga, HIIT, breakfast, more work. I was the only one actually working through all this. Everyone else was on holiday, taking proper time off. I was squeezing conference calls between HIIT sessions. The weather was perfect for me — sunny but not too hot, sometimes grey but never cold. Almost everyone else was waiting for beach weather. I was out running in it.

When you choose where to live, you choose how to live.


It’s a simple thought, but it’s taken me months of this digital nomad life to really understand it. This Mallorca stint — four weeks in one place — is the longest I’ve been anywhere other than Porto since I started this whole adventure. Long enough to know the best running routes, where the coastal path gets crowded, how the light changes through the day. Long enough to not feel like a visitor.

But I’m also noticing what doesn’t quite fit. The schedule makes US calling hours limited — that’ll only get worse when I hit Asia. Need lots of early mornings and late nights for calls! The retreat food is good, but I miss my own kitchen, the simple freedom of choosing what and when to eat. Small things, maybe. But they matter when you’re trying to build a life rather than just pass through one.

Two days before leaving, I sprained my ankle slightly. Not badly — I can walk fine — but it’ll be a couple of weeks before I’m running again. Coming back to Porto with that limitation made me realise something: I know these streets so well I can walk them differently, find new routes, adapt. That’s what home gives you — the depth to handle the imperfect bits.

Porto feels like home now. Started feeling that way early this year, partly because I genuinely like it here, partly because I have no other bases. It’s the closest thing I have to home — by default and by choice. Good friends help. Familiarity helps. Having a place to unpack properly helps.

What I’m learning is that variety and nature give me energy, but I like that anchor too. Mallorca was peaceful and vibrant at the same time — peaceful on those morning runs, vibrant when you wanted it. Porto has that same quality, just differently calibrated. I love my river runs here, probably prefer them in some ways, but it’s good to run somewhere else sometimes, to remember why you chose where you chose.

The complications are real — dating without a full-time base, building deeper connections, maintaining friendships across time zones. But none of it is insurmountable. It’s part of shaping a life that’s genuinely mine, not inherited or assumed.

For now, I’m back in Porto, walking instead of running, seeing my familiar streets with an injured ankle’s patience. It’s not all figured out. Maybe it never will be.

But I’m learning that when you choose where to live — really choose it, not just end up there — you’re choosing more than geography. You’re choosing your daily rhythm, your challenges, your small pleasures. You’re choosing who you become in that place.

And that choice? It’s one you get to keep making.

Table and laptop

Balancing Work and Travel as a Digital Nomad Dad

After my last blog — written mid-flight, leaving LA for Porto — I settled in for my first proper stretch as a digital nomad. Porto is a lovely city, with good people and an easy rhythm that suits me. It is a step forward: a base for now, but with the freedom to spend time elsewhere too — the US to see my kids, Europe with family, and Latin America and Asia in time.

My routine in Porto is simple. I work from my apartment — not quite as early as in LA because it isn’t needed, but I’m up around 6am most days and often start with a walk. My day usually wraps up around 6:30pm, finishing later than I’d sometimes like because of US calls. I run along the river three or four times a week, and train at a great local gym with a trainer three times a week. It’s a routine that works for me: work, exercise, good food, great company, time to think.

What I love about this life is the blend of new and familiar. Porto feels fresh and grounding all at once. I like having a base — somewhere I can return to, unpack a suitcase, and build habits that stick. And yet, I also like knowing that I can pick up and go spend time somewhere else if I want to.

Since that first month, I’ve been on the move. I spent three weeks in LA with my kids, then a week in the UK with them, a week in Spain with my son, a week in southern Portugal with him, and then another ten days back in Porto together.

Working while travelling has its challenges — the biggest is getting into a different routine every time. My days look different when I’m travelling on my own versus with my kids. My daughter is a morning person, my son is an evening person — so I fit my work around them. If we’re on holiday together, I keep calls to a minimum. I still work, but I’d rather be present than on Zoom all day. When I travel alone or for longer stretches with my kids, I slide back into my normal rhythm, adjusting for time zones and what else I want to do in that place.

One of the things I enjoy is spending extended periods of time with my adult kids. We all have work to do, but I can shape my schedule to make the most of our time together. It’s not one big thing — it’s all the small moments that add up.

I’m realising that different parts of this life take conscious effort. A base helps. Family time needs to be built in, not squeezed in. Fitness doesn’t happen by accident — I plan my workouts six weeks ahead. It doesn’t mean I can’t move things around, but if I didn’t plan, I’d fill my days with everything else. What gets planned gets done.

Next up? I’ve got another 6 weeks in Porto coming up — a month with my daughter — then 10 days with my son somewhere in the world before he heads back to college. September will be a bit of everything: more Porto, time in the UK with family to celebrate my parents’ 60th wedding anniversary, and the Berlin Marathon — first step towards my goal of the 7 World Marathon Majors.

I haven’t decided where October and November will take me yet — maybe Thailand, somewhere that balances fitness and a good setup for working and living well.

I’m learning that building a life like this doesn’t just happen by chance. The things that matter — time with family, keeping healthy, doing meaningful work, and still having fun — they all need intention. If I plan it, I do it. And I’m alright with not having it all mapped out yet — as long as I keep making space for what matters most.

Digital Nomad: My next chapter

The Next Chapter Begins

I’m writing this from 30,000 feet ✈️, somewhere between Los Angeles and Zurich, en route to Porto. This moment—this exact moment—is one I’ve been working toward for a couple of years. And yet, now that it’s here, it feels both thrilling and a little nerve-wracking, a strange mix of excitement and uncertainty.

My current view:

This past weekend was spent with my daughter ❤️, soaking up every moment. Sunday morning, I dropped off my last few belongings at self-storage 📦 and handed back my Tesla lease. That night, I spent one final night in the house we’ve called home for 15 years. The house where my kids, now 19 and 22, grew up. The house that was the center of so much life and love.

I stood in my empty home office and bedroom, not overcome with nostalgia but aware of the significance of the moment. Sitting outside in the garden, feeling the sun on my face ☀️, I reflected on what was ending and what was beginning. I don’t think I’ve fully processed it yet. There’s a nervous energy in the pit of my stomach, but also an undeniable excitement about what’s ahead.

In a way, I’m now sort of homeless—no fixed base, no permanent address—but I have a place in Porto I can return to. Still, home isn’t a location anymore. I don’t know exactly what it will mean for me going forward, but I think it will be about the people I spend time with—family, old friends, and the new connections I’ll make along the way.

The future is wide open, and I’m embracing it.

 

What’s Next?

Over the next few months, my life will be a mix of work, adventure and deep connections 🌍. In just three weeks, my daughter is joining me in Portugal, followed by a close friend with whom I’ll hike part of the Camino trail 🥾.

After that, I’ll be back in LA (in an Airbnb) for three weeks to spend time with my kids and celebrate my daughter’s graduation 🎓. Then, likely off to a Digital Nomad conference before heading to the UK 🇬🇧 to celebrate my birthday🎂 with my kids, family, and friends.

And after that? Two weeks of European travel with my son—including showing him Porto for the first time!

 

The Mindset Going Forward

I’m trying not to over-plan. I want to stay presentmeet new peopleembrace new experiences, and go with the flow as much as possible. A year ago, this was just an idea, a dream. Today, it’s real—and that’s both scary and exhilarating.

✔️ Live in the moment
✔️ Enjoy life
✔️ Take care of myself 💪
✔️ HAVE FUN! (And, of course, still work 🤣)

A year ago, this was just an idea. Today, it’s my reality.

I also recognize that change doesn’t just happen on its own—we have to make it happen. I hear so many people talk about wanting something different, yet they stay in the same place. The truth is, we are responsible for making the shifts we desire. It takes action, not just intention, to create the life we want.

✨ Embrace the change – Embrace life – Go with the flow! ✨

More updates to come…

Becoming a Digital Nomad: My Journey

Recently, I embraced a lifestyle that merges my love for new experiences with the freedom of remote work: becoming a digital nomad. Unlike the whirlwind travel often associated with the term, I’m drawn to spending a few months in places I genuinely enjoy, with people I want to be around, rather than just passing through. This approach allows me to experience new settings deeply, while my remote businesses offer the perfect flexibility to make it all possible.

What is a Digital Nomad?
ChatGPT defines a digital nomad as follows:
“A digital nomad is an individual who uses technology, particularly the internet, to work remotely while traveling or living in various locations. Digital nomads typically perform their work online, allowing them the flexibility to choose where they live or travel. They may work as freelancers, entrepreneurs, or remote employees, often moving between cities or countries. The lifestyle is characterized by the ability to combine work and travel, without being tied to a fixed office or location.”

This freedom to blend work and travel perfectly captures the core of my own journey. My fully remote businesses allow me the flexibility to work from anywhere, and I’m thrilled to spend extended time in different places—creating meaningful experiences while staying professionally engaged.


A Home Away from Home: Portugal
Portugal has quickly become a personal favorite, blending the beauty of European culture with the lifestyle I seek as a digital nomad. I’m currently on my second extended stay here this year, and each experience reaffirms my choice to make Portugal a more permanent part of my yearly routine. In fact, I’m planning to spend about five months here next year—an extended stay that offers a balance between immersion and stability.


Navigating Challenges and Staying Connected
One of the biggest adjustments will be being away from my kids. It’s something I’ll have to adapt to, but I plan to return to the U.S. regularly to visit, and hopefully, they’ll come to visit me in some of the exciting places I’m exploring. I see 2025 as a transition year—one that will help me settle into this lifestyle, and by 2026, I expect it to feel more natural as I fully embrace the digital nomad experience.


The Thrill of New Connections and Discoveries
For me, the real excitement of the digital nomad lifestyle lies in meeting new people and exploring places I’ve never been before. Each new location brings fresh perspectives, connections, and experiences that enrich both my personal and professional life. This lifestyle lets me immerse myself in different cultures, making every trip a unique chapter in my journey.

More to follow as the journey progresses…

I’ve Worked Remotely For Over Ten Years, and I Plan For 10 More

When I moved to the US in 2010, I found myself in a different country from my businesses. That’s when I decided to transition to remote work, and it’s been a fascinating journey ever since. Back then, the tools for remote working weren’t exactly ideal – Zoom didn’t even exist yet – but I made it work and learned a lot along the way.

Since 2012, all my businesses have been fully remote, and I quickly discovered there was no blueprint for managing remote teams. I made plenty of mistakes but learned valuable lessons in how to lead from afar effectively and motivate people to perform. Fast-forward to 2020, and the COVID pandemic helped push remote work into the mainstream, with the tools becoming far more sophisticated.

As an empty nester with both children at university, I’m excited to enter a new chapter. I’m asking myself, “Why not work from places I want to be?” Whether it’s Portugal or Costa Rica, I can work just as easily from the opposite side of the world as I can from home. I’ll just miss my large screen!

For anyone considering the remote work lifestyle, my biggest advice is to find the balance. You don’t need the office environment, you just need a routine that allows you to stay in the work mindset when you need to and enjoy the world when you don’t.

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