When I was working for Stan the Fan & Kenny Rosenthal's shows back in the 90s, when the Ravens got here, I was offered a full time job at WJFK, who did the games, did remotes with the team...etc. I had a lot of fun, and met a lot of cool people that I'm still semi friendly with today. But to start out, they wanted me to work overnights running the board, and doing other random things with the promotions department, all while still doing Stan's & Kenny's shows..I get that in that business you pretty much have to start at the bottom, and I wanted to be the next Bob Costas or whatever...But i was 25, and wanted to move in with my girlfriend at the time (now my wife), and needed to make more money..
I didn't do it, and sometimes do wonder what it could have turned into by now. I still am good friends with Stan to this day, I play fantasy Baseball with Scott Garceau, Jeremy Conn, and Stan if only because I want my son (12 years old now) to have a connection just in case he wants to try that career.
That being said, I have a great life...Awesome wife, awesome kids, awesome house, awesome job,, etc. No complaints, but I do wonder sometimes.