Current Location

Chiclayo, Perú

Days on the Road



Kilometers Traveled 



Updated: 3/28/2019

  • Jessica Mastors

Week 11: Congrats! You’ve Made It!


If you’re reading this, it means that you’ve OFFICIALLY made it through the first 6 months of 2018.

The year is half over (!), and (putting aside the question of whether or not time actually exists) this provides the perfect opportunity to hit pause and take stock of what you’re doing…

… And whether you want to KEEP doing it.

Because, as the primary narrator and meaning-maker of your story, perhaps you could use a reminder that…

You can inject a plot-twist, any damn time you please!

There is no law that says you must keep doing things the way you’ve done them.

There is no one cosmically peering over your shoulder to make sure that you’re doing it right.

There is no one waiting for you at that imaginary finish line.

Whatever rules you made up at the start of the year? May no longer apply.

In the case of my work-from-anywhere bicycle tour, for example, I’ve been operating inside the invented constraints of averaging 80 kilometers a day, 5 days a week, and taking the other 2 days each week to rest and work and play and do all the internet-related things.

I anticipated, at the start of this year, that I would keep this rhythm (barring a few week-long side-adventures) until we made it to the tip of South America in the spring of 2019.

But today, after only 2+ months of this rhythm, wherein we’ve made excellent progress and built our confidence and are now mostly finished with the (substantial) mileage in Mexico…

Do you know what I’ve realized?

… That it’s exhausting to keep up such a relentless pace.

And that, yes — it IS possible, in this day and age, to take your digital business with you and keep your clients happy while executing your crazy dream of traversing the Americas by bicycle in the span of a single year…

But does that fact make it fun?

… What about actually experiencing the places you’re moving through?

… What about wandering without a map or a destination?

… What about meditating, or reading for pleasure, or calling your friends just because?

… What about staying an extra day… because you’re just not finished yet?

The truth is, despite the impressive “progress” we’ve made…

It feels as though “the rules” we agreed upon at the beginning are, in fact, leaving little room for the little things that also matter.

And ironically, one thing I did NOT expect (beyond a vague intuition that I largely suppressed in order to get my ass on the road in the first place)…

… Was how much it would come to feel like an INDULGENCE, just to sit down with my computer and phone and WIFI and work on my business for a few blissful, uninterrupted hours.

Somehow, work has become one of my guiltiest pleasures.

And there are times when I feel like a proper junkie — dashing off one last email while Bruce sighs my name for the third time from the door, where he’s been waiting, patiently, to go to lunch.

And who is to say that not having time for work is any less of a deprivation than not having free time, or time for yourself, or for your relationships, or for your spiritual practice?

So. I’m changing the rules.

Rather than pushing on with the old routine for the next (and, bittersweetly, final) ~700 kilometers of Mexico, I am setting up camp in a 2-story brushed-cement VRBO, two blocks from the beach (which put me scarily over budget, but which I choose to see as an investment).

I choose to silence the voice in my head that whispers but this isn’t what you planned and this isn’t what you promised…

And I will LUXURIATE in taking 2 whole weeks to uphold no other agenda than to simply be still and work.


(And what about those final 700km, you ask? To which I say… I will take a bus!)

This week, consider giving yourself the space to re-write your rules and constraints for the 2nd half of 2018.

If they’re working for you — great!

But if there’s ANY part of you — physical, emotional, spiritual, professional, financial, aspirational — that’s evolved to crave something else…

Or if there’s a part of you that wants to say sayonara to something that has run its course…

Be bold, and make room for a new truth to unfold.

This story originally appeared on