Assuming they're genuine, good choice. I find they're still a pretty good deal even at $150. Had them back when I had the Denon D600, and I liked the AE2 more.
Out of curiosity - are these two similar in any way?
Hard to predict. You never know if the drivers will die out, connections will short, or the earcup will fall off. All headphones are prone to certain death. Some are luckier than others.
+1. On the upside, Bose has good customer service and will generally accept products on trade-in if they've failed out of warranty. So I think overall you're doing alright here - they're fine headphones, and as long as you don't bang on them, you shouldn't have problems beyond normal eventual failure that everything will succumb to at one time or another.