Basically, he can't get anyone to take his place. He can't even get anyone to come to an annual homeowner meeting, let alone be willing to take over his gig. Last year only two people who weren't on the board showed up to the annual meeting... and one of them was me.
I've been telling him it's because he's doing too good a job, and I think the only way out at this point is for him to plan his own demise.
The only question is - Should he make people begin to hate him slowly, or all at once?
He's thinking he should start sending out fines for ridiculous infractions, like mowing your lawn between 7 at night and 7 in the morning, which technically would be against the rules, but....
I think hey, if you're just out to make people mad, at least let's get some good out of it. I want to fine people for every time their kids break the tops off my flowers because they cut through my flowerbed instead of using the sidewalk.
Or if he REALLY wants a big turn-out at the annual meeting, maybe take around flyers to advertise it, and put in prominent writing at the bottom:
We will be discussing the dues increase, which will be used to send the board members on an annual Hawaiian retreat.Maybe it's just me, but I think people would really show up to discuss that.