The Second Month of Remote Year

One day in Medellin, we all created tshirts and walked/ran to raise money for local charities.I’m on a 4-month adventure with Remote Year, an organization that combines the synergies of a group of workers into a traipse through 4 countries. Our first month began great with onboarding and orientation, and we enjoyed our time in Santiago, Chile. In February, we were in Medellin, Colombia. See my story about Medellin; here I discuss how the second month of Remote Year is progressing.

Group Travel at Its Best and Worst

A day in Guatupe where the group adopted a German backpacker, Lutvig, who picked front and center of our photo.As with all groups and especially with group travel, there are pros and cons. It’s great to have built-in companions who have tons of energy and consistently invite and include others into their worlds. Yet sometimes, the turning down of invites can be misread. As groups mature, though, they often splinter into their own cliches, resulting in “birds of a feather” flocking.Remote Year has been no exception. Although we continue to synergize professionally and recreationally, sub-groups have formed. From folks who want to stay out late to folks who want to physically activate, we’ve all found our comfort zones within a giant uncomfortable zone. When every day we must navigate strange foods, different streets, and new words, the comfort of our own beckons all of us to dive into the known to overcome the barrage of the unknown.

A Millennial and a Gen X Walk into a Bar…

I remain the oldest in the group–by almost a decade–yet I continue to find intrigue and wonder as I engage with a bevy of Millennials and Gen Xers. It baffles me at how selfish and generous they are at the same time. They want so desperately to be inclusive, yet at times, their bawdy behavior beats their generosity to the punch. They are curious, highly skilled, and promiscuous all at the same time. Non-appropriate, sexist and genderist behaviors are quickly mollified, although they persist. Older generations could learn some lessons from these rising leaders.

The Future of Remote Year, the Company

Although activities and distractions are frequent, being remote we can easily log into work for a meeting or email check.Remote Year, as a company, struggles with what it shoud be. It wants to provide good workspaces and positive environments, and it does. But it’s ability to execute and use appropriate language about inclusivity and diversity abuts its generous spirit to raise money for children, the environment, families, and animals. This tension sits as a fog overshadowing the future of what Remote Year will be. Is it the next Roaming Tiki Adventure of transactional relationships, or is it a Synergistic Mobile Community for Professionals?

Go Along to Get Along

The name of our group is Pachamama, or mother earth, also the name of this mural.Two months have passed. I’ve done a lot of “go along to get along” adjusting. I’ve tried to lower my own personal ageist barriers, and I’ve attempted to not come across as “been there, done that.” I’ve tried to mentor and be a mentee. I’ve lead and offered other options to the mainstream, yet, I’ve also participated in things where people don’t expect me to show up. It’s a balance that keeps me engaged and interested. I feel like there’s conflict between forming friendships and creating experiences. Next month’s goal is to merge these ideals.

Comfort and Acceptance Please Apply

A hike through the Corcora Valley brought us to tall wax palms and amazing views.We crossed a midpoint when we transitioned from Medellin to Lima. The group is maturing; our experience is morphing. It seems like I’ll look back on month two as a settling in month where acceptance and comfort were heavily sought, but I’m not sure at this moment they have been found. Stay tuned.



  1. Run the Edge Run the Year Review - Eat Walk Learn - […] for food, I refused to pass up some of the local and cultural food opportunities in Chile, Colombia, Peru,…
  2. Remote Year Adventure-Month Four in Mexico City – Eat Walk Learn - […] following along, you know the first month in Santiago involved new friends and hopeful futures, our second month in…
  3. Remote Year Adventure-Month Three in Lima – Eat Walk Learn - […] of fun onboarding and getting to know each other in Santiago, Chile, and a second month of the group…

Submit a Comment

Your email address will not be published. Required fields are marked *


handsome hiking couple

Chris and Steve, the empty-nesting nomads, travel the world, one month at a time, housesitting and Airbnbing along the way. We uncover urban walks, great hikes, and vegan/vegetarian eats that other guide books miss. And we throw in a bit about Forex trading along the way.

More about Chris and Steve

Signup for our newsletter

Get the latest trip reports, and be the first to know about upcoming walking adventures!

Get your copy of Two Carry-Ons and a Plan: Retiring as Full-Time Nomads

Get your copy of Travel Magic Postcards!


Sponsors In order to underwrite this blog, there may be sponsored posts, advertising, or affiliate marketing. See disclosures here.