One day you wake up and realize that $8 and hour and all the records you can steal ain't going to cut it anymore.
Seriously, I was in the industry from 1976 to 1991. Started out on the air and eventually worked into engineering (which I loved). In 1986, I worked on the tower project that would become 93.3 in Austin, got canned along with the rest of the staff a week before Christmas, and had to start over on the air again.
The final straw came when the station that I was doing mornings, programming, and engineering was going to move. I told the GM that something had to give if he wanted me to move the station, and I was basically told to suck it up. It was 5 minutes later that I turned in my keys to the station manager and walked out. Went back to school for a couple of years to finish up the degree I had started 15 years earlier, and reinvented myself into an Austin hi-tech kinda guy.
Sure, I still miss a lot of it, but like another post said radio ain't what it used to be. When LMA's started being all the rage, I could see radio turning into a real estate game. And in the 19 years since I got out, I've only seen it degrade more.
There are very, very few people that I worked with still in the game. Most of those that are have done well for themselves. A few still struggle in medium markets, but the vast majority of them are selling cars now (no slam and no joke).
After being in the high tech field now since 1993, if the right technical opportunity came along in radio I would probably look at it. But, if I hadn't gotten out when I did my life would be very, very different.
Your mileage may vary.
Ken
Former KAND, WACO, KRIG, KHOO, KTEM, KPLE, KIXS