Never Too Late To The Party
Two teenagers, a mortgage, 25+ years in the same industry - and now a side hustle to expedite retirement instead of replace a paycheck. This is what worked for me.
Welcome!!
I'm getting old. Chances are you are, too (older at least). And maybe it's just me but I don't want to work forever (my Generation X is up next in the retirement order). So I've been on a hunt to find a workable side hustle to help expedite that retirement.
Now, well before this site had a domain name or any content at all, it was just me trying to find some ideas how to make a little extra money on the side. Ten months later, not only have I started this blog but I have active and ongoing income from sites like Prolific, Connect, Clickworker, dscout, and UserTesting. I am on pace to max out the contributions to my IRA which I opened this year. Most importantly, none of this is or ever was intended to replace my day job. It's supplemental income, aimed at one specific target: padding retirement funds - not retiring itself.
So, if you're looking to quit your job and become your own boss, sorry but this probably isn't your site. What I've got instead is real-world mileage. I'm firmly established as a member of Generation X, I have a full-time career of over twenty five years in the same industry, I've got two teenagers, a mortgage, and I'm side-hustling to retire earlier or more comfortably than I would have otherwise. If that's closer to your situation, welcome — crank up some late 80's or early 90's music and pull up a chair!!
Here's how I am planning out this site - everything here will fall into one of three buckets:
The Journey — the actual story told roughly in order. How I found Clickworker, stumbled into Prolific, what worked and what didn't (including the embarrassing stuff). I'm publishing new entries and back-filling as well so the timeline will fill in over the next few months rather than arriving all at once. (Follow the story)
The Platforms — the practical, "evergreen" stuff. How I fit a site hustle around a full-time job, how I've been using AI tools to find (but not complete) the work itself, and how and why I build this site. No "here's how to get rich"; all "here's what actually worked for me when I had two hours on a weeknight." (Steal the playbook)
The Results — the investing side of the equation. Retirement isn't just about earning extra income — it's about what happens to that money afterward. I'll be walking through how I've restructured my own approach across a small brokerage account and my IRA evolving away from what was a mishmash of ETFs and single stocks toward something with a deliberate plan. I won't be handing out specific fund picks — that's not my lane — but I'll be documenting the reasoning behind the overall approach (not investing advice). (See the results)
What this isn't
No hype, no "quit your 9-to-5" energy, no promises that this will change your life. This is slower and more boring by design — which, if you're also Generation X, might be exactly the idea that works for you.
What's next
The next few posts will start filling in The Journey from the beginning. A Platforms post on fitting this around a full-time job is also in the queue along with the first real Results post once the three-post structure is established.
If any of this sounds like your kind of side quest, subscribe below — new posts land there first!!
Sincerely,
Sidehustle Steve