Been listening a lot to KEXP lately, and this week they have been running a continuous "Six Degrees" week, where every single song they play has some kind of link (musician, producer, cover version, whatever) to the previous song. It's incredible. Earlier I heard a DJ, over several hours, move song by song from Einsturzende Neubauten to Boys II Men.
@jimbob Ahh, that was the premise of Superfluity on 3RRR. Sadly they retired the show last year, but there should be something like 13 years of archives to listen back to. https://www.rrr.org.au/explore/programs/superfluity/
Programs: Superfluity — Triple R 102.7FM, Melbourne Independent Radio

What good's a desert island if you're all alone?