There are only two outcomes: Raynare surviving (the charisma option) and Raynare dying (the other options). The other choices will give different CGs (so it's good to try them all if you want to complete the gallery) and for the rest of the game there'll be only slightly different text.
Raynare will show up much later in the game, after the summit, and at the beginning she'll only be mentioned as she's actively trying to avoid someone (I don't want to spoil it in case you need to unlock that scene yet).
However, she (or anybody else) won't be helping with contracts. Not only she's not a Devil, but it's your contract. They're designed to be fulfilled by you alone. All of the contracts have been balanced for an average protagonist (around 400-500 in each state). If you're losing, you just need to try a different strategy, as it's ultimately a strategy minigame.
For example, a common strategy I've used is to promote to knight, reach the end of the board, promote to queen, and then just run around while boosting myself.
The game is still missing some features, including summons which will make the battles easier.