It’s December and for me that means it is “blog every day month” an effort for which I have long since concocted a list of blog-able reflective topics called my December-ish posts each of which should do little more than offer a leaping off point for some rambling writing to fill up my daily blogging quota.

Today that topic is…

What made your job
interesting in 2025?

Some people may incorrectly tell you that technically I don’t have a job.

They are wrong.

I am not traditionally employed these days, true, but I do in a very real sense work for myself… which is a huge job and a lot of work.

Living the dream… or maybe the nightmare. It really does depend on the perspective and the day of the week… and how much sleep I got last night.

This state of existence is very much a privileged position emerging from a stable household income, a lack of consumer or property debt, and probably most importantly (I’m not even kidding) living a frugal lifestyle… at least relatively speaking. If anyone seriously asks looking for a serious answer I usually just tell them that we simply don’t buy anything we don’t actually need. We’re shitty consumers. We eat groceries not commercially prepared food.  We travel for adventure and experience, not for luxury or clout. We shop to replace, repair and maintain, not to own more stuff. 

But I digress. 

This state of privilege has allowed me to spin up a sole-employee, self-owned small corporation and do bit contract work as a means to keep my skills sharp and my days structured, while still leaving a tremendous amount of free time to do everything from write fiction, dabble in side projects, make art, and hang out with the dog.

In the two and a half years since jumping ship on my last full-time gig, I have written extensively (mostly in private journals that will never be published) about the transition from salaryman middle-manager in a municipal government job to bumbling self-employed creative eking out a pittance of a living doing gigs. And as it turns out both roles are stressful, but in unique and different ways. The government work was the stress of deep accountability at multiple levels, accountability to a demanding public, to a corporate hierarchy, to direct reports, to technical fidelity, to process and security, to vendor contract fairness and a long list of other deep and abiding struggles that kept me awake into the wee hours of the night. The contractor work is the stress of building reputation, honest effort, uncertainty of next week, and the dark spectre of knowing that I am every role in my own company and no one is there to prop up any shortcomings if I forget to do something important.

And yet in my lucid and rational moments, as much as I occasionally get that grass-is-greener mentality looking across the gap from present to past self, I am definitely happier and healthier where I am now. 

The daily variety of living this type of professional existence is both humbling and exciting. 

Yesterday I was reflecting on this same notion from the perspective of perspective itself: what part of this transition am I leaving behind, and in effect giving myself permission to pull down the metaphorical scaffolding of this professional notion I hold of myself as fixedly capable, instead looking to the broader variety of both gig and term jobs I could take on. Why? Because a year ago I was in a very different place as a guy (temporarily) working part-time day-by-day for a small company job that I had stepped into to fill the void of structure and a paycheque. And it turns out those are the two exactly wrong pieces that drive what makes this stage of my professional life interesting. Sure, I need to get paid… who the hell doesn’t? And sure, having something to do when I wake up each morning is important. But both of those things are somehow right now, in this privileged moment secondary to the adventure of dabbling and learning and contributing to interesting work efforts that I would never have encountered as a middle manager in government.

It is a bit of a dream, after all. A bit surreal. A bit hard to explain clearly to anyone not experiencing it. And something that I know I will need to awake from …and then return to reality. But it sure as hell has been interesting, if nothing else.