This has been my experience as well. Not every jack fails - but it still happens more often than for any other jack type that I commonly use.
If that is true, then it is true because it is the jack that you use far more often than any other type of jack. I treat headphones like crap, and headphone jacks even more horribly. The last time I had one actually break was on a PowerBook 145 (where I broke at least two or three headphone jacks). Even with massive abuse, I haven't broken one in any hardware built in the past twenty years.
On my first iPhone, I did have one instance where the jack thought headphones were plugged in when they weren't. That took a little bit of jiggling with a pair of headphones to resolve. But at no point have I ever seen a modern jack break. Not in my gear, not in gear belonging to anyone I know.
I have, however, seen Lightning plugs break off in the jacks. Not only will you lose your headphones when that happens, but also the ability to charge your phone. On the plus side, Apple is going to sell a LOT more AppleCare plans after people break their third or fourth Lightning jack. So my stock loves the idea....