Since you mentioned you have more time than money, you should make sure you factor closing costs into your decision.
Since you are not already a
DVC owner, if you purchase directly from Disney you will have to purchase a minimum of 150 points. (Once you are an owner, you can buy smaller "add ons".) There are no closing costs when buying directly from Disney so the price you pay is just the number of points times the cost/point. Disney is currently selling SSR at $98/point list price, $90/point if the $8/point incentive is still in effect. You can also buy sold-out resorts (BWV, OKW, etc.) through Disney for $92/point.
If you purchase through a reseller, you can purchase any number of points you like, provided you can find a contract of that size. The price/point will be lower through a reseller but you have to factor in your closing costs when you do the math to see what your total costs will be. Closing costs will generally run about $400-$500, depending on the number of points in the contract. So if you buy one contract of 200 points, you pay about $500 in closing costs. If you buy two contracts of 100 points, your closing costs per contract might be closer to $400, but you will have to pay that amount on each contract, so your combined total closing costs could run you $800-$900.
So, if you decide that you really want two 100-point contracts, you will have to buy your first one through a reseller (since it is below Disney's 150-point minimum). After you close on that one and are officially a DVC owner, you can look into whether it's better to buy the second 100-point contract from a reseller (taking into account the closing costs) or purchasing directly from Disney as an "add on". Given the price/point of some resorts on the resale market (especially BCV, where some contracts are listing at $90/point), you might actually get a better deal buying from Disney since you don't have to pay closing costs. On the other hand, if you're buying OKW, you will probably get the best deal through the resale market.