When I was a little girl, my grandma's best friend was a woman named Jessie. Ever since then I have loved the name, and all of the Jess(i)es I have known have been nice, interesting people. Also, there are a surprising number of songs about Jess(i)es. Just take a listen:
Also, there is a GREAT Jesse song, written by Janis Ian, (recorded by several people, but my favorite is Joan Baez)--it isn't available on playlist.com, but you can (and should) look it up on youtube. It breaks my heart so beautifully and exquisitely.