SirRoxalot said:
...Whether you try to set it up while you're employed, or when you're unemployed, you face the same issue. You have to cheat, or keep it under the table, in order to make it work. You risk losing either your job or your unemployment if you try to keep it on the up-and-up...
Rox, if it's not bringing in any money yet, and you're still available for traditional employment, there's no conflict. If you're employed in radio, you're probably free to develop something on the web, too, especially if there's going to be a revenue-free launch. (Unless non-competes have changed a bunch since my last one!)
But it's not likely you
will take the leap while you're employed. Unfortunately, it often takes getting kicked outside our comfort zones to make innovation look like the lesser risk. I was a comfy A/C programmer for years before dereg. Then, suddenly, WMMO/Orlando was sold three times in my five years there, and on the last sale, (to Cox,) despite having taken the station from #9 to #1 25-54, I was out. For the first time in my career, I was a little too grey at the temples to be quickly hired. I spent a year consulting the start-up of a Florida radio network formatted for tourists, but they ran out of money. I was being recruited to program a Smooth Jazz station in Portland, OR. I never would have made my first move ever west of the Mississippi, or into a new format, if I wasn't out of work.
KKJZ wound up with the highest 12+ share of any US station in the format, and I got a nice bonus paid in stock options. Less than a year later, the station was sold, and I was out again. (The stock never got to the strike price.) I took my severance check and built a home studio, and voicetracked for small-market stations for a couple years. Again, I never would have tried if I hadn't been a little scared and desperate.
My last (at least so far) four years in radio, 2001-2005, were spent doing mornings at an also-ran AM talk station in the Portland market. In late January 2005, my divorce became final, leaving me in a ~$7K crater, but with no ongoing support payments, and living on $1500/month. I was looking at being debt-free in a matter of months, and really starting life over. Four days later, the little talk station was sold, and I was out again.
This time, I worked with the host of a long-time weekend show on that station, began co-hosting and producing, and got a syndication deal with Genesis. We also figured out how to make it work on the web, and grew to where we were doing remotes a few times a year, some even outside the US. Again...that woulda looked nuts to me while I was on a salary, but we made it happen, and had some great times!
I'm now four years and 3,000 podcasts into the current career chapter, and I'm seeing some opportunities to take it in a new direction. If I hadn't been kicked around a little the last 15 years, I wouldn't be noticing the door I believe is about to open. So it's all served a purpose.
I just read that one of the innovations at CES next month is going to be factory car audio systems that can play internet radio. I don't know exactly what that means, but if the carmakers are taking it seriously, the time may finally be right. But it's going to be a few unemployed audio content providers worried about their next meal who populate that "dial." Nobody else can justify the risk!
I kinda doubt I'll ever be an employee again. From the perspective I have now, it would feel too much like a cage. Fortunately, my new wife has a federal job with great benefits, so at least I haven't had to worry about that part.