Pete,
I'm still pretty new to this, so I haven't given your question a lot of thought. Right now, I'm more focused on how good I can get and what "level" I can get to and be considered a "quality" umpire.
So far, I would have to say that kylejt's thoughts on the subject best express my own - when it stops being fun. Of course, I'm even (slightly) older than you, so physical decrepitude may catch up to me before it stops being fun.
I think your point #1 (don't stay beyond your capability to be competent) is an excellent one, and I hope I have the wisdom to recognize when that day has come before someone else has to tell me - directly or indirectly.
In terms of a "full and relaxing" summer, to me that's the one where I get to call as many (quality) baseball games as possible. One of the most enjoyable aspects of umpiring for me is that I get so immersed in the game that I completely forget all the other "stresses" in my life (work, raising children, financial concerns, the way our government has become a plutocratic oligarchy rather than a democratic republic, etc.). And, if I don't have something to do, I get bored pretty quickly.
I don't get much "attitude" from players (seems most coaches around here maintain some discipline on their teams) and though some of the "safety" BS bothers me a little as well, it doesn't bother me "that much". I still feel that the nonsense from the parents is more amusing than annoying, but, as I said, I'm still kind of new at this.
So, no, I do NOT currently have a plan for retiring from umpiring. I hope I'm still doing it in my 60's. Time will tell.
Good question.
JM
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Finally, be courteous, impartial and firm, and so compel respect from all.
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