My AI Sloppy Job Hunt
I’m still on the job hunt, and finding it tough in this market. Prospects were really dry at the end of last year. I’ve seen a bit of a pick-up now that 2026 is moving along, but still no offer, and only two interviews in front of hiring managers so far, though I apply to a dozen or so jobs a week.
It’s a striking contrast to how I was able to quickly land a position after being laid off in 2023, just three years ago.
Anyone else out there who’s looking having the same problem? Or is it just me?
Here’s a couple of observations if you’re wondering what it’s like to be on the job hunt these days. On the applications, companies still ask all the EEO DEI-type questions – gender, race, veteran and disability status. Sometimes pronouns. The private sector did not get the memo that we’ve gone MAGA now, and woke is out.
A few times I’ve even been been asked about my sexual orientation! That’s one question to which I always answer “I prefer not to say.” What business is that of yours, I’m trying to get a job at your company, not have sex with it!
One thing that has become prevalent on the job search is AI. For one thing, there are a lot of postings for jobs where you are training AIs. They don’t promise you a lot of hours, and the rates they offer have a wide range, sometimes seeming too good to be true. I have ignored these kinds of postings. I’m not there (yet).
Sometimes when applying for a job, an AI chatbot will intervene as part of the process. Annoying. I have also been requested to do AI interviews as a next screening step. I started one once, and when I realized that it was supposed to be on camera, I bagged. But then a little later, I was requested to do an AI-driven “assessment,” also on camera, and since they were going to present my resume to a client, I acquiesced. It was a bit unnerving to be interviewed by a bot, but at least I have some experience at it, for later.
You know, for when the AIs take over. Gonna have to be able to appear compliant.
But seriously, I won’t deny it, I have leaned a little on ChatGPT for advice, and for help tailoring my resume. I’m no Luddite, I’m down with the AI revolution! ChatGPT even made me this inspiring image:

But I also won’t deny I feel a greater sense of uncertainty than I have in past periods of unemployment. There are a lot of factors that could be hampering my job search, as I enter what is probably the last decade of my life where I am in the workforce.
- I was laid off in the midst of a shrinking job market, one that still hasn’t recovered. How could it with a gonzo administration in charge and WWIII looming over our heads? It’s just a bad time to be looking for work.
- I am facing discrimination because of my age. Companies would rather have younger, more energetic workers that can be paid less. I can’t afford to backtrack on my rate at this stage of my life, though, with “retirement” coming around the corner.
- Related to the above, my experience is too specialized. This is only natural for a late stage career, as it makes sense over time to focus on our strengths and area of expertise. But this could be also be understood as carving ourselves into a rut that is hard to get out of when that specialized expertise is in less demand.
- I’m not trying hard enough. In the past, I have enjoyed periods of “funemployent,” but always bounced back into the workforce with relative ease. Maybe that’s not a realistic expectation deep in middle age.
- AI really is taking over. My whole sector of the workforce – Information Technology – simply needs fewer humans, now that “agentic AI” is smart enough to do our jobs.
Oh no!




