My favorite is Burgess Jester-134, my 2nd ggf. First, Jester is not a common name, so that made it fun to try to find and sort. Burgess had a nephew and a son named for him, and a grandson, and great grandson. Ol' Burg is my go-to guy when I've been away from genealogy for a while. He's the one I found in 1850 without knowing anything about him but his name from the 1880 census. Part of my finding him is on my profile, but there is more I haven't told but a few. I found out years after I began my search that he was named for his grandfather, Burgess White. And I thought WHOOPEE!! For a common name like White, I should be able to get a handle on the Whites. Seems all of Burgess White's brothers had sons named Burgess.
Talking to other researchers on another line, I was told I needed to find Ann Hawkes Hay. He was named for a favorite Aunt. Hay isn't all that common either, but they have been more elusive.
And probably my least favorite name has been John Davis-28505, another 2nd ggf. Davises are a dime a dozen and with John you get change. Three Davis researchers have given me three possibilities of John's father, two even had wills naming a son John. Till I find a smoking gun, with factual documentation, and DNA he will remain parent-less. I admire him greatly, but he is a brick wall.