Extras - Create a radio listening experience

I just recently found the “Extras” on my Plex Media Server settings. I love it, by the way. I now have a few music videos listed as Extras a few artists folders. I’ve also decided to try having a couple movie trailers play before watching movies.
I have about 1300 small mp3 files of the Onion Radio News. They are like 45-second clips and they are pretty funny. I also have some of the Bud Lite Real Men of Genius commercials. I thought it would be cool if Plex\PlexAmp could randomly inject a few of these files when I listen to music, to create a radio-like feel to my music listening experience. Something like the radio station might do like play 5 songs and then a Bud Lite Real Men of Genius commercial, then 3 songs and an Onion Radio News clip, etc. Is it possible to have a path to THESE extras that would get injected the next time I listen to My Favorite Artist Radio, or Artists Sonically Similar Radio. THAT would be awesome. By the way, I love these features and use them daily. Plex is the greatest!!!
Oh, another thought…You should create a sound clip where an announcer says, “You’re listening to Plex Radio” like a radio station announcing their station and have that randomly injected into the playlist as well. Can you get that guy that made the sound clip for WinAmp that said, “WinAmp, it kicks the lama’s ass.”

Something like this, just for audio libraries?

Similar, I guess. I don’t want “real” commercials. I know the Bud Lite “Real American Heros” are (were) real commercials but they are funny, so I like them. I hate listening to music on radio to some kick ass rock and then I have to endure a political ad, or someone trying to sell me insurance. But if it’s a funny little clip that I like, then that’s OK.
I’m really NOW more stoked about short clips for Plex or PlexAmp Radio. WinAmp barrowed their bit (It kicks the lama’s ass) from Wesley Willis lyrics. How about Plex borrowing ZZ Top’s, “I Heard it on the X” and change it to “You heard it on the Plex” (I’ll work on some better ideas).
I used to be a DJ at an FM radio station. I had access to great equipment to make recordings like that. I’ll have to see if I can get a mic and some editing software and see if I can come up with something at home for this idea.