I vote for G.K. Chesterton as the grand jester of heaven. And here is a quote to back up my vote:
“Man is more himself, man is more manlike, when joy is the fundamental thing about him,and grief the superficial. Melancholy should be an innocent interlude, a tender and fugitive frame of mind; praise should be the permanent pulsation of the soul. Pessimism is at best an emotional half-holiday; joy is the uproarious labour by which all things live.” (Orthodoxy)
How is that for fabulously contrarian thinking!