I am not completely certain what I did to fix the problem, but Radio is finally working the way it should.
For the last month, I had to restart Radio to get any file streamed up. I believe the problem was caused by one or more bad (erroneous) paths stored in radio.root.
During this time, I was less than impressed with UserLand's support. I don't think that anyone is manning their costumer support email address. The other option is that they were just ignoring my posts.
I knew, eventually, I would find the problem. I can always walk through the code line by line and find where it fails. But the known tedium of that process, kept me restarting Radio and hoping that someone else would find the problem.
Then quite by accident, I discovered a bad path in the radio.root database. Realizing that this could be causing problems, I did a global search and replace to fix the paths. Now Radio seems to be working as it should.
9:46:25 PM 
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