Hey Scott, came across a pod cast with Jake Roberts and Roddy Piper. Got me thinking, I dont remember them ever feuding in WWF. I am pretty sure they crossed paths in MACW. I think they both turned face around the same time in 86-87. But, a feud between them in 86-87 or even in 91-92 would have been molten. Both guys on the mike were incredible and Jake playing mind games with piper to the point where piper snaps would have been great. 
Yeah, they were definitely in the same orbit in Mid Atlantic and would have crossed paths during Jake’s cowboy babyface period.  But man, the “trust me” Jake suckering Piper into an alliance and then turning on him to trigger a war?  AWESOME.