2. A Checklist for Living Abroad

Ken and I met on Match. By the end of our second date, we knew a few key things about each other:

  1. I definitely wanted to be married again.
  2. Ken despised the religious and governmental institution of marriage.
  3. We both wanted to be living abroad some day.

That was five years ago—and two of the three still hold true. (Every good story needs a juicy mystery, right? 😏)

For the first few years, we exchanged expat fantasies over craft beer or artisan cocktails in our Hipster Central neighborhood. In 2017, we started getting serious about moving abroad.

We immediately realized there was actually A LOT to consider when moving to another country! It was a bit daunting, to say the least.

Out with the old, in with the new…

I used to glorify all that was fresh and new.

  • “Life will be so much better in this house!”
  • “These neighbors will be friendlier than our old ones.”
  • “I won’t get bored with THIS car.”
  • “This new man isn’t going to drive me crazy like the last one.” (😂😂😂)

I also used to make impulsive and thoughtless decisions.

Needless to say, I went through several houses, many neighbors, a bunch of cars and a couple men before I got it—no matter where I am or who I’m with, life is going to be a monotonous and exciting, annoying and awesome, connected and disconnected, challenging and peaceful ride.

Perfection is a truly insidious concept.

It was a 2009 electric blue turbo Mini Cooper Clubman who first showed me that if I was actually mindful when choosing something for myself, the odds were exponentially higher that I would still love it long after I discovered its imperfections.

Nine years ago, I stepped out of habit and researched and contemplated—and contemplated and researched some more—before I took my Mini on a test drive and decided she was going to be mine. Not long afterwards, her imperfections began to surface—she burns oil like no other, backfires daily, and costs me more in repairs than I’d prefer she did. But, unlike my other imperfect cars, she still excites me every time I settle into the driver’s seat and my adoration of her has only deepened.

Funny…my Ken backfires daily AND he challenges me on a pretty regular basis as well. 🤣 Fortunately, I was thoughtful and mindful about him from Day 1 and it warms my mushy heart to write that he’s just like my Mini—after five years, he still excites me every time I settle into the couch with him and my love for him seems to have no bottom.

So, apparently, this whole mindful thing works!

So, the #GOAL was to be mindful in choosing the country where we would be living abroad so we found one that would feed our souls more than it would bore, annoy or challenge us.

#OPERATIONEXPAT: A Checklist for Living Abroad | PanamaExpatInfo.com

Here is the checklist we created for choosing a country for living abroad:


We both had some must haves for our expat country—I needed trees and an abundance of nature to explore, Ken needed an ocean with surfable waves. We shared an introverted desire for some peace and quiet.

(Maybe it’s an urban life for you or a tight knit expat community—what matters is you really think hard about what it is you really want.)

We considered the people, geography, biology, weather, quality of life (including the amount of pollution), food, services and activities. Neither of us wanted to be an American expat living in another country—we wanted to assimilate as best we could with a country that kept us looking forward instead of leaving us pining for what we left behind.


We crave a simpler life—but, we’re 50+ and are ready for some hammock time. We like the grid (because it allows for more hammock time). We also fans of drivable roads, indoor plumbing, hot showers, a basic grocery store, and a few decent restaurants.

Our personal safety was a non-negotiable for both of us. We don’t like anarchy, because it’s too unpredictable and tends to disrupt relaxation. We weren’t even remotely interested in moving anywhere where the line between law enforcement and the criminals wasn’t crystal clear, a military coup was even remotely possible, or the odds of a home invasion, sexual assault or terrorist attack were uncomfortably high.


Some countries are bombarded by expats, so they make it difficult (and costly) to obtain residency. Others woo you with minimal effort, low costs and tantalizing perks (especially for retired folks funded by a pension).

Who knows what the future holds, but at this time, we have no intention of giving up our U.S. citizenship—and we’re too young for a pension—so we had to find a country that would still be cool with us living abroad there for awhile without draining our bank account.


We weren’t looking for the cheapest place in the world to live, but a lower cost of living than where we are now was a MUST. Being from San Diego (California), this wouldn’t be difficult.

In San Diego, you have to spend well over $1,000,000 to hear the ocean or soak up the sunset from the comfort of your own home. I pay $600 in healthcare premiums every month—more if I actually go to a doctor or dentist. Groceries for the two of us run about $600 a month and a nice dinner (and drinks) out sets us back at least $75. Last month, I had to grab lunch on the go on a busy work day in the field—I paid $18 for a bottle of juice and some noodles.

To say WE’RE OVER IT is an understatement. We’re DONE watching our hard-earned money flow through our fingers like water as we live in moderation. We deserve to hear the ocean and see the sunset daily as much as any millionaire!


Too old to (want to) work in hostels and too young to retire, earning income as an expat is one of the biggest hurdles that Ken and I face. This made nailing down #4 even more important—because Lower Cost of Living = Less Work.

I’m the lucky one when it comes to working abroad. As long as my clients are cool with it, I’m able to take my website design and virtual assistance business anywhere there’s high speed internet. I also have every intention of fulfilling my long-time dream of owning and running a small nature retreat where tired people, avid readers, and creative folks can find rest, time, inspiration, beauty, healing AND fun.

So, I needed: 1) fast and reliable internet, 2) nature, and 3) affordable land to enable me to earn income abroad.

Ken is a totally different story. He’s been a highly specialized employee all of this working life, so earning an income abroad poses a bigger for him. We shall leave no stone unturned as we investigate this—it might be a job, an investment, or his own company. We just need a country that provides at least one, preferably all, of these opportunities.


On one of those early dates when Ken and I first talked about living abroad, he mentioned wanting to check out Asia and Indonesia. My mama heart sank. The umbilical cord only stretches so far—I didn’t want to be more than a long day’s journey from my (big) babies (or even my own mama, dad, brothers, sisters and close friends).

Having fallen in love with Belize and Costa Rica a decade ago, I had Central America pegged for an ideal expat destination. Thankfully, he was open to checking out different expat locations.


Our financial safety was a huge part of our expat equation. Being long-time property owners and investors, it’s difficult to return to the rental mindset when you know full well that it’s property owners who tend to come out ahead in the long run.

Since I was going to be using my irreplaceable nest egg to buy property—for our home AND a rental property—and I really appreciate the ability to sleep at night, a politically and economically stable country that offered expats the same financial and property ownership protections it gave its citizens was crucial for us.


In a perfect world, we wouldn’t have to learn a new language wherever we ended up living abroad. But, we’ve already covered that whole “perfect” thing. We just knew had to choose an expat country that had a language that our 50+ year old brains had a chance of comprehending and eventually speaking.


We’re both in great health, and rarely go to doctor more than our annual physicals, but we definitely wanted the safety net of modern healthcare facilities—especially considering that ditching the cost of U.S. health insurance was one of our primary motivations in becoming expats.

Did I miss anything on my Expat Checklist for Living Abroad??? I sure hope not because it’s pretty much too late now!

In the next blog, I share some of my mom angst surrounding my expat journey. Click below to read it now:

3. A Mother’s Guilt is Never Done

Janet Doré

A wandering ex-housewife who found herself while wandering the world. After her divorce, Janet fled the burbs and committed to hitting her twilight years without regrets and with an abundance of fascinating stories. She is in the process of designing and building the Vista Cañas Nature & Book Retreat in Playa Venao, Panamá, with her partner, former SeaWorld trainer Ken Williamson.

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