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The Career I Didn’t Plan Week 1

This is where most people think a life story begins — with work. At the time, it didn’t feel like a beginning at all. It felt temporary. It wasn’t.

This marks the beginning of a 52-week retrospective on a life shaped by technology and change. For over four decades, I’ve navigated the highs and lows of the tech world, and now, I’m ready to share that story.

My path wasn’t a straight line; it was a journey that began in New Hampshire, took a detour through Florida in 2014, and ultimately led me to my current life as a retiree in Brazil. Along the way, I’ll share insights on my career progression, my personal life, and the lessons learned in the spaces between. I’m excited to have you with me. Grab a coffee and settle in—part one is officially here.

I grew up in a small town in New Hampshire that shut down at 10:00 PM daily—at least it did back in the early ’80s. I came from a good, middle-class family, but after high school, I had no real plan. No one in my family had gone to college before me, so there was no real guidance on that path, other than my mom saying, “You have to go to college.” I had no idea why, or for what.

I was truly clueless. I knew I needed an education, but I wasn’t sure what to study. Remember, in 1981, computers weren’t really “a thing” yet. My only real exposure was an Atari 800-style PC that I dabbled with, using some form of “BASIC” programming.

At the time, the biggest company around was DEC (Digital Equipment Corporation). They don’t exist anymore, but back then, they were the chief rival to IBM. Since this is my history and not the history of DEC, I won’t get into how the company eventually folded—I’ll save that for another time. But back then, DEC was the place to be. Everyone wanted to work there.

My “brilliant” idea and grand aspiration was to get a job on the Receiving Dock. What could be better than that? I’d be at DEC, a prestigious company, and I managed to get the job through a contract assignment, receiving packages and delivering them to people throughout the building.

Before that, my real “big plan” had been to drive a forklift at the local Coca-Cola plant in Salem. As I said, the plan wasn’t well-hatched, and my aspirations were low. The receiving dock seemed like a better choice, and I guessed right.

So, how does a guy with no experience and no college degree end up 40+ years later compiling his work life with the title of VP in a technology field at a major world bank?

Stay tuned, next week from the doc to technology. The first leap. Week 2

kwholley63
Author: kwholley63

I spent 40 years in FinTech before retiring to Rio de Janeiro to trade software releases for a front-row seat to the beautiful absurdity of life in Brazil. This blog is my digital porch, a place for unpolished commentary on book reviews, daily gripes, and the random thoughts of a guy who finally has the time to pay attention. I’m an observant realist with a deep appreciation for history, a good quote, and the perspective that only comes after the career ends. I write to stay sharp, to stay honest, and to keep the conversation going. I love my Patriots and Bruins, a life long fan in bad times and good. They have been quite good for a long time now! I love spending time with my wife the best times are just doing nothing; watching tv, talking or just sitting at the beach together for a few hours. Our spot is pier 60 in Clearwater. I love the time I have with my kids when I can, they are all pretty busy. Seinfeld is about the best comedy ever. You will see me frequently comment on the show and why my blog is about nothing.

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About Kevin, I spent 40 years in FinTech before retiring to

Rio de Janeiro to trade software releases for a front-row seat

to the beautiful absurdity of life in Brazil. This blog is my digital

porch, a place for unpolished commentary on book reviews,

daily gripes, and the random thoughts of a guy who finally has

the time to pay attention. I’m an observant realist with a deep

appreciation for history, a good quote, and the perspective that

only comes after the career ends. I write to stay sharp, to stay

honest, and to keep the conversation going.


Comments

2 responses to “The Career I Didn’t Plan Week 1”

  1. Happy to be here for this ride! Looking forward to part two!

    1. Thank you for reading. It is a fun ride!

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