How to Thrive in Unpredictability

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After 2 years living as a digital nomad, there are some solid lessons in here that can apply to managing the uncertainties of life on the go, or of business—give it a watch and drop me a comment with your thoughts!

I put this together for those of us in business, or in working remotely anywhere in the world. I hope you get some value from it 🙂

What resonates with your experiences?
Do these nomadic life reflections ring true to your business experience too?

In a lifestyle of unpredictability, the last thing you want to worry about is managing your passwords or data getting in the wrong hands.

Nordpass is the password manager I use designed to simplify our digital lives. Protecting your password will offer you peace of mind by enhancing both convenience and security in managing your sensitive information.

I like to streamline my tools and keep my tech stack as clean as possible, so naturally, I also use NordVPN as my VPN of choice when travelling to keep my data safe while working on public wifi.

Now let’s get into this week’s deep dive on how you can embrace life and business unpredictability and thrive.

“I'm unpredictable; I never know where I'm going until I get there…I'm always growing, learning, and changing; I’m never the same person twice. But one thing you can be sure of about me; is I will always do exactly what I want to do.”

- C. JoyBell C.

One of the biggest draws to the digital nomad lifestyle and entrepreneurship is that it isn't your typical 9-to-5 gig — it’s breaking you out of the matrix of sameness.

But moving away from these structures can really throw new nomads and entrepreneurs for a loop.

By better understanding these challenges and how they show up for us, we can better create strategies to overcome them — all while embracing the beauty of the unexpected.

After climbing a volcano last weekend here in Guatemala, these lessons seem even more relevant as we all climb our proverbial mountains on our business journeys.

Hiking through the clouds up volcán Pacaya, just outside Antigua, Guatemala.

Here are just a few of my personal insights into the unexpected challenges (and perks) of my own unpredictable digital nomad and self-employed experience.

First, you really have to throw away any preconceived notions of a structured routine.

Or at least a pre-defined routine that someone else sets for you…

In business and in living a location-independent lifestyle, each day brings a new challenge, a new adventure.

Wake up in Bali, and your morning routine might involve surfing; wake up in Tokyo, and you might find yourself visiting a traditional tea house.

In business, you might take a day mid-week for personal errands, and find yourself getting into flow on a Saturday night working on your strategy.

It's all about rolling with the unpredictability, and really finding what works best for you.

Time zones are another reason you shouldn’t get too comfortable with your schedule.

When I worked in Southeast Asia with clients in the Americas, there were tons of challenges I had to work through concerning time zone overlap issues.

If you’re working with clients across the globe, you may find yourself doing more work earlier or later in the day, or making business calls in the evening while your clients are just getting their day started.

Asynchronous tools are key here - using Slack, Loom, Vimeo, or other tools that allow you to collaborate at different times really helps manage these differences.

💡Stay Flexible: When using digital calendars for personal and professional scheduling, block out periods for work and leisure, but remain flexible to change plans according to new experiences or needs.

Another constantly shifting aspect of the digital nomad lifestyle is your social circle.

Used to the same group of friends in the city?

As a digital nomad, every new destination brings the opportunity to connect with someone new.

You may encounter your fellow nomads again, or even find time to collaborate on a new project.

The nomad life is about embracing the constant shuffle of friendships and connections.

You might find your circles have shifted since getting into business for yourself as well — and I think it’s a natural part of the journey that we find ourselves connecting to more likeminded entrepreneurs who get the challenges you’re experiencing, and it’s great that we can support each other as such.

💡Can’t find like-minded business owners in your local proximity? Get in online groups like The Scaling Remotely community.

In nomadic life and business alike, weather, surprisingly, can also play a role in how you work.

As we head into summer and I head back to Canada, I know I’ll want to be soaking up lots of sun on the dock at the cottage, and my work schedule can adapt to that.

Rainy days may have you hunkered down, laser-focused on projects.

On the flip side, sunny days could beckon you to explore.

Navigating work around weather patterns is essential – a stormy week might be perfect for grinding on deadlines, leaving room for extra adventures when the sun returns.

This strategy allows you to match your work to the weather, optimizing productivity and maintaining a harmonious work-life balance that adapts to the vibe of your location.

💡Leverage Task Tagging: Utilize a task management tool like Asana or Todoist to categorize tasks by type and anticipated energy level. Create tags such as “Deep Work Tasks” for deep-focus activities like analytics or report writing on rainy days, and another for more creative endeavors like brainstorming sessions or content creation that can be inspired by brighter days on a cafe patio.

We chose to be in business for ourselves to enjoy this very freedom — and it’s a beautiful thing that creates its own whirlwind of challenges, but I’d say they’re pretty worthwhile, wouldn’t you?

Until next week friends,

Trevor “Embracing Instability” Davis