A Legend in My Own Mind
“A Legend in my own mindâ is probably the best way to describe me. Iâve always looked at life a little differently than most people.
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I was born in Edmonton and raised in the late 70’s and early â80s, when life felt a lot simpler. We rode our bikes all day, played outside until the streetlights came on, and grew up without the internet or cell phones dominating every second of life.
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Back then, Canada was the only world I knewâuntil my first big trip to Southern California, Las Vegas, and Mexico as a teenager. I still remember falling asleep under the Christmas tree holding my airline ticket after reading it hundreds of times. Real paper tickets with carbon copies for every flight segment. Hard to imagine now!
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Just like today, I couldnât stop talking about the trip to anyone who would listen (which honestly wasnât many people thenâor now). California, Las Vegas, and Acapulco, Mexico sounded like another planet to a kid from Edmonton. We drove all over Southern California, made our way through Las Vegas, and eventually flew to Acapulco.
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Those memories stayed with me forever. That trip sparked something in me, and I fell in love with travel, America, and Mexico almost instantly.
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What I never could have imagined back then was that I would eventually live in Southern California, Las Vegas, and Mexico. These days, when Iâm not traveling, I split my time between Mesa, Arizona, and Rocky Point, Mexico.
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Looking back now, it feels like I had a plan all alongâeven if I didnât fully understand it at the time. No matter what happened in life, I was always going to chase freedom, travel, and a different path than most people around me.
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The makings of a solo traveler.
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After high school in Edmonton and a few false starts, my first real break came when I enrolled in Telecommunications at NAIT. It took me three years to complete a two-year diplomaâlargely because I wasnât exactly a model student and my favorite bar, Ezzies, was just across the field.
A week before graduating in December 1995, I interviewed with Northern Telecom, Canadaâs largest company at the time. Considering I was in the bottom half of my class, it was a miracle. Somehow, I crushed the interview!Â
Overnight, I went from making $5.50 an hour PT to $13.80 FT career.Â
Life was good!
I relocated to Calgary in January 1996. Within a couple of years, I was traveling regularly to the companyâs Richardson, Texas headquarters. I was boarding planes in freezing Calgary and stepping off three hours later in shorts. I was falling hard for the American dream.
Then I met a flight attendantâanother sign of things to come.
Eventually, I was offered a job in Texas, given a work visa, and started traveling full-time. Work had me crisscrossing the U.S. and eventually traveling internationally. My girlfriend followed along and could fly me anywhere, anytime.
Holy shitâmy dreams were happening.
That relationship didnât last, but I still thank her to this day (especially when I jokingly ask for free flights). Sheâs built a great life raising twin boys, and Iâm genuinely happy for her.
Those years permanently warped my brain. I became a travel junkieâunable to stay put, always chasing the next deal. I was turning into North American Darrell.
My next chapter came after 18 years at Northern Telecom, when I landed a job at PayPal. Great company, brutal call-center role. I learned a lot about money managementâmostly by dealing with people who didnât have any. I could have moved up, but I didnât have the piss and vinegar left. I already had health insurance, investments, and one eye firmly on my Freedom50 travel dream.
Then it happened again.
Laid off.
Northern Telecom in 2014.
PayPal in 2024.
Twenty-five-plus years of serviceâgone.
There I was in 2024: 52, single AF, unemployed, but financially stable enough to travel whenever and wherever I wanted. I started looking back at my life choices.
Almost everyone I knew had followed the script: marriage, kids, grandkids, 9â5 jobs, one-week vacations, summers at the lake. Thereâs nothing wrong with that lifeâbut it was never mine.
Statistically, men die at around 73. That leaves maybe 5â10 years of retirement if youâre lucky and healthy. I watched coworkers grind their whole lives only to barely enjoy the end. I lost family members far too young.
Should I have kept my houses in Edmonton, Atlanta, and Charlotte?
My first Edmonton house was 2,400 square feet, custom-built, and mortgage-free. I didnât even use one of the three bathrooms before selling it.Â
Who walks away from that? đş
I couldâve settled in Calgary, Dallas, Southern California⌠or one of the many places I lived temporarilyâLas Vegas, Austin, San Antonio, Mexico City, Acapulco, even Brazil.
Corporate condos, friendships, relationships, opportunities. Sometimes I wonder if my life was just a mirage interpreting the way I want as we get get older.
Instead, I chose something different.
In 2015, I settled into a small, turnkey, mortgage-free condo in Arizona, which I Airbnb and use as a home base along with my studio apartment in Rocky Point, Mexico
This is my second attempt at blogging about a life shaped by travel, work, and personal wins and loses. This time, Iâm keeping at it trying to ignoring the critics.Â
I want to share what Iâve learned and continue to learn about slow travel, inexpensive living, and geoarbitrageâliving well while spending less by choosing where and how to live.
Slow travel is about staying longer, living like a local, and letting your dollar go further.
Welcome to my crazy blogging dream:
NorthAmericanDarrell.com
and
www.YouTube.com/@NorthAmericanDarrell
LFG!!