Grabbin Keelz said:
I'd challenge him to the game of death, first to die wins. Death can't die and since he doesn't want to lose, he won't let me die either. Thus I will gain immortality.
http://fc00.deviantart.net/fs70/f/2011/096/6/2/troll_face___high_definition_by_animeburner-d3dcbnr.jpg
I see no problem here.
Death would probably be a douche and make you fight him outside of time, leaving you with the choice of sitting there with him for an eternity, or dying. He'd also probably keep you in a dark room with nothing but troll faces floating everywhere, forever going "U MAD?"
So I see a problem there. Death is the ultimate troll, so Death > Troll Science
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Going against Death in any competition of physical skill is hopeless... He exists out of time, so he probably has obtained the maximum level of skill in everything... He's existed for all of time and has seen every trick there is... He's incredibly clever... And he'll probably separate my internal organs from the rest of my body with his scythe if I try any no-win games... How hard could it be to beat him?
Tricking him, outsmarting him, outgunning him, and defeating him in a head on challenge are all out of the question.
A game of chance would be your best bet.
Personally, I would try to cut a deal where I do Death's job for a bit or something like that, gaining my life back based on how I did.