I think everyone who does this activity regularly will have their fair share of bad/mediocre experiences, myself included. If the thought of "retiring," as you put it, comes into your head, use it and run with it. This hobby should be done in extreme moderation only. With that said, you will never fully retire, because we are sexual males and and this whole giving up escorts talk is all good when you are not horny, content, and have other things going on. Eventually you will succumb to your urges, which is fine if its once or twice a month.
As for bad experience. I have come to realize that if you run into such escorts with a:
1) Shitty attitude,
2) Don't want to be there,
3)Low energy
4) Going through the motions
It's because they are doing this strictly as job and nothing more. Some will be more professional than others, just the nature of things. Same as any other profession.