Dumbledore Pros: Overall awesomeness Pet Phoenix Most excellent long name and titles. "Few words" to him isn't a euphamism, really random words in random order. Excellent interspecies diplomat. Is 150+ years when he dies.
Dumbledore Cons: He dies. Aberforth (his brother) works "illegal charms on goats", and he seems okay with that. Has bad Bertie Botts jelly bean luck (boogers and earwax!) Gandalf Pros: He hangs with the halflings. Also hangs with hilarious dwarves, hot humans, and at least one smoking hot elf. Excellent interspecies diplomat. Cheats death. Excellent party guest. Changes colors.
Cons: His powers are tied to only fire. He's bad luck--whenever he visits, badness follows.