That's an understatement: Leo effectively discovered Kevin. I'd bet that Kevin asks Leo to be godfather to his first-born child.

I remember listening to the TWIT episodes around the Digg V4 fracas, and I thought Leo made it very clear that he would be unable to cover the story without bias.

Also, TWIT is an opinion show by its very nature. It's the tech equivalent to an OpEd page in a newspaper.

Aye. The cast of TSS has remained pretty close. I don't listen to TWiT anymore, but I remember Patrick Norton used to be (may still be) a regular guest.