What I wish I'd known sooner

I’ve always been totally honest about the fact that I never planned to become a digital nomad (you can read more about my story here: How I Accidentally Became a Digital Nomad - and Why I Wouldn’t Change a Thing).

If I had planned for this lifestyle, there are a few things I’d have done differently. But the two biggest ones?

1️⃣ Found a Work-from-Home Position Before Leaving

2️⃣ Started My Own Business While Still in the UK

Here’s why…

The Remote Work Reality Check

When I first started looking for remote jobs, I quickly realised that many of them weren’t truly remote. I kept running into caveats like:

🚫 "Must attend our office in Croydon for two weeks of training."
🚫 "Occasional travel to the office is required."
🚫 "Fully remote... but the interview must be in person." (That one really made me laugh!)

None of these made sense for a remote position, right?! I do understand why - remote work is still a relatively new concept, and scary for many companies in the UK. The global pandemic forced businesses to adapt, but not all of them have fully embraced it. Many employers still feel the need to maintain a level of control over their employees, especially at the start.

🔑 The solution? If you’re planning a digital nomad lifestyle but want job security, your best bet is to establish yourself in a remote role before you leave. Build trust, prove your reliability, and once you’re seen as dependable, employers are much more likely to support a fully remote arrangement.

For risk-averse wannabe digital nomads, having a regular paycheck is often far more appealing than hustling for new clients while on the road!

Why Starting a Business First is a Game-Changer

If I could go back, I’d have started my business before I set off. Here’s why:

1️⃣ Building Client Trust Before You Travel

If you have a few paying clients before leaving, you’ll be in a much stronger position. Clients who you have established a working relationship with before you go remote are much more likely to be flexible and understanding if you encounter patchy WiFi or need to reschedule a meeting while travelling.

2️⃣ The Power of In-Person Networking

Your first clients will likely come from your existing network - people who already know and trust you. You never know where that first opportunity will come from!

💡 For example, my first private client was a saddle fitter, someone I’d only met a couple of times. We stayed Facebook friends, but hadn’t interacted in years. Then one day, the algorithm did its thing and showed me her post looking for a Virtual Assistant/OBM! I worked for her for two years and she still has me on retainer.

3️⃣ Financial Security & a Nest Egg

Starting as a side hustle while still in the UK means you can save, save, save! Having some financial backup gives you peace of mind - whether you hit a dry spell or want to splurge on a once-in-a-lifetime experience. Whilst you don't need a fortune to go travelling it's ALWAYS sensible to have a nest egg in case of genuine emergencies.

4️⃣ Access to UK Business Resources & Grants

The UK has amazing support for small businesses. From free training courses to networking opportunities through the Chamber of Commerce, it’s much easier to build a foundation while you’re still there. You may even be eligible for grants or funding that are only available to UK residents - another huge advantage!

Final Thoughts

If you’re dreaming of a digital nomad life, preparation is key. Secure a fully remote job or establish your own business before setting off - it’ll make the transition so much smoother and having that security will help you make the most of your adventures without having to be quite so concerned about affordability!