Not a Boomer, but did get an internship that eventually became a full time job this way, during the post-2008 recession.
I got laid off and wasn’t getting any solid leads from traditional application processes or the town “career center” so I made a list of businesses in walking distance of eachother that might need my services, printed a few dozen copies of my resume, and beat the streets. I just walked in and asked for a manager but settled for whoever would talk to me, gave my brief elevator pitch, left a resume and contact info. A few called me and one actually worked out.
It is very humbling but it can work.
Several tech YouTubers have talked about moving entirely to Jellyfin or similar, self-hosting their own movies and TV series from legally owned, ripped copies from their own DVD or Bluray collection.
It takes some work and time to rip, encode, and organize the files. But if you want to go this route, there has probably never been a better time. You can routinely purchase used DVDs and Bluray from thrift stores for a few bucks per disc… sometimes less. If I had a server and hard disk space I’d probably be going this route for media consumption.
Eventually the DVDs will go away entirely and then it will be impossible to create your own legal archival copies.