I may be VERY different than most but I want to pay as little as possible and enjoy my vacation

For me that involves strategy, patience, risk and a little luck.
1. It sounds like you JUST signed those contracts so remember you have 10 days to back out. Don't feel bad if you need to back out, you worked hard for your money and this is a LONG contract!
2. Know what you want. How important is the 11 month booking window? If it's not get CHEAP points, if it is, buy what you would be happy to call home. Remember you have to divide purchase price by lifetime points to get the lifetime price per point and add your dues to get the total cost per point and compare apples to apples. For example, based on the math, a cheaper OKW contract is often more expensive in total relative to OKW(E) that sells at a slightly higher price. Also, smaller contracts sell at a BIG premium per point vs larger ones. You have to balance out time to save up for a larger contract vs. Higher price for smaller contracts.
3. Disappointments happen, if you are negotiating hard on lower cost properties, DVD will likely take it. Come to peace with that and know that you stretched your dollar if it gets through and if not, there is always a next one.
4. Don't be afraid to make lots of offers lower than you think they might accept. To get the contract I signed on today I tried maybe 10 offers and only 1 seller was willing to get close to where I wanted it. It may get taken, but that is OK because I got a good deal.
That's just my $0.02
Others prefer peace of mind. That is OK but you will likely pay more and it may all just be an illusion with Disney taking seemingly random contracts.