That's nothin...this guy climbed Monadnock 6200 times as of January 2013
https://www.themountainpath.net/larry-davis-one-mans-passion-for-mt-monadnock/
Larry is now closer to 8000 summits of Monadnock I believe. He did however move to Gorham a few years ago and now is a trail adopter for Madison. Not sure exactly which trail.
I have climbed it (Monadnock) about 400 times because I only live 15 minutes away.
I also run into another guy I've come to know who is over 5000 times and at 74 still goes up faster than me and in fact summited it 14 times in 24 hrs at 56 years old. That record was surpassed at 16 round trips in 24 hrs!