I was prompted with this poll by looking at all the tables in the DMG, and I recall (MANY moons) ago, our GM rolling for stuff, and we'd get all excited to see what he came up with. Sometimes, he'd roll really high, and we'd get something really odd, but often we'd roll some weapon or something that no one could use, so that wasn't as fun.
I find the idea of rolling interesting, but very problematic. And 5th edition doesn't have a ton of low level items. I find myself wanting a larger variety of stuff. And 5th edition's reduction of magic item usage overall means I'm certain to create a killer party if I start handing out craploads of items. So, It seems I have to be more careful with what I put in a treasure pile now more than ever.