I've been hosting a punk/hardcore/garage show called Sonic Overload since 2000 that started on Allston-Brighton Free Radio. I began webcasting it myself in the middle of '03 while still recording it at A-B Free and when the station closed in early '05, I went 'net only and have been doing it at home ever since. It's a hobby for me, a labor of love, basically. I've always wanted to do a radio show since I was a kid but as I get older and adhere to more of an independent/DIY (do-it-yourself) aesthetic, maintaining complete control over my show, with no outside interference, was an important element. I had that autonomy to say/play what I wanted on A-B Free. The only concession I made in five years there was when Steve Provizer, the station founder, asked if I'd do my show at night instead of mid-afternoon because of what I was playing and I did that for awhile. When he left, I moved my show to 4-6 in the afternoon.
In any case, I'm grateful I got an opportunity to start something on my own and when I was 40 yrs. old, incidentally. Before that, I'd appear on college shows from time to time to hang out or spin a few records (WZBC, WMBR, even WMWM) and also co-hosted a show on the Masconomet High School station. A couple of kids did a punk/ska show, "The Next Generation," and asked to me to co-host with them one time. It went well so I was on there regularly until they graduated the following spring. Soon after that, the A-B Free thing came along.
There is no way in hell I would/could work in the "biz." That goes for any aspect of the music biz. I worked in music retail for a dozen years (for you locals who remember Rockit Records, I managed that store in the late 80s/early 90s) and thought about working for a label or distributor but ultimately decided to stay on the periphery of things. Considering how sleazy every element of the 'entertainment' biz is, I'm glad I just approach it as something fun, with no career aspirations!