Fetchland (go to 19), + some way to cast Rack (Ritual?) go to 9) get Lotus. Lotus, bring back Rack, Rack for Dark Ritual (go to 4). Ritual, bring back Rack, cast Rack (go to 2) go for Yawgmoth's Will. Cast Yawgmoth's Will, recast Lotus, Ritual, Ritual, Rack for Tendrils of Agony.
Assuming you can get the mana to cast Will, the Rack will set you up to win the game off Yawgmoth's Will alone. It costs you BBB+2B, which is easily done with land, ritual and moxen.
You're right. Guess the best thing to do is this:
Brain Rack

Sorcery
Search your library for a card, put it into your hand, then shuffle your library. Lose half your life rounded up.
Flashback:

On the other hand, this might work:
Brain Rack

Sorcery
Search your library for a card, put it into your hand, then shuffle your library. Lose half your life rounded up.
Hellbent - If you have no cards in hand during your upkeep, return Brain Rack to your hand.