Look for tech laggards in general. The local supermarket chain that has a POS from 1987, the car dealership that hasn’t modernized, etc.

There are plenty of small/medium businesses that are not tech-forward, and where even SOTA from 20 years ago will wow them. They tend not to pay especially well, and their businesses are often in decline because they aren’t aggressive about improvement, but they are surviving and punching the clock.

My experience with these places is they don't improve because they don't have room to, and they don't have room because they're too busy being inefficient.

For example, one place I worked used emails as source control. They'd email what was done at the end of the day to the manager. The emails had a limit of ~100 MB. So, emails bounced.

They used emails for all communication too. Lots of people were always busy all the time, working overtime, and completely ignoring anything through email. I complained to the CEO that people were just ignoring emails, and he scolded me and told me that when working, you're supposed to always CC their manager and the CEO, otherwise they won't do it.

Since the PM was spammed with code, all emails to her bounced and she didn't know what was going on. It's possible this was deliberate.

I tried to get them on (free) Slack and git. They thought it was nice, but never had time to actually adopt it.

Project management was done through Excel. One manager opening a single excel sheet on his laptop. Every day, they opened it and went through every item and asked if it was done and when it would be done. After meetings, he'd have nothing to do, so he'd talk to the devs asking if they were done yet, or random questions like, "What is DevOps?"

I talked to the CEO about improving hiring. He told me they usually just have one applicant who fits the salary range and had the qualifications. The rest of the applicants probably couldn't unzip a file.