When I watched movies and TV shows I had this idea that thieves were all clever people who built smart systems to evade detection and steal right out from under big corporations. Some of those people might be out there operating undetected, but the average thief who gets caught is someone trying to abuse something as much as they can until they get caught. Some of them are so brazen (like the scan everything as bananas post above) that they must believe that nobody will ever check and if they do get caught nothing bad will happen.
The staff who watch these things have a good sense of what dollar thresholds the customer must cross before getting law enforcement involved.
Ironically, some of the store security look exactly like you. They come in all shapes, sizes, grooming standards, styles, and tattoo levels. I've seen some in full-on Juggalo outfits and neck/face tattoos.
Having been a long-haired holey jeans-wearing guy in my past, I was naively surprised when I cut my hair and noticed that people treated me very differently in business settings. When I started wearing nicer clothes on top of that, it was night and day - the kind of reception you get in banks, anything like that. It sucks that humans are built to judge and filter on appearances, but it's just the reality. You can use it to your advantage.
I hate self checkout.
At my grocery store, it very often complains about something when I'm checking out. The person comes over, reviews the video and said you aren't doing anything wrong.
The answer is don't go to places where you self-checkout, and don't go to places with surveillance. There are still a couple of grocery stores in my town like that.