Smaller contracts sell resale faster and for more money per point.
This is because the majority of
DVC owners initially bought direct without even knowing a resale market existed. They therefore have reasonable sized contracts to start, and are looking to add on a few more points.
Contracts of 100 points or less sell for more than bigger contracts. But if you're buying resale now, you will also pay more to get them now.
I would advise you to ignore future sale, and buy the resort and number of points that you think you will need. And of course, I advise to buy resale unless you are only interested in the newest resort where a resale price differential doesn't exist yet.
If you're buying in focused on how you can sell out, I would strongly counsel you to not buy at all- and simply to rent points for DVC stays from other members. The biggest advantage to being a renter is that you essentially can get the eleven month booking advantage everywhere, so long as you can find a member looking to rent at your resort of interest.
My opinion (FWIW) is that DVC is way too expensive a proposition, if you're not fully planning on holding it for the full RTU time on the contract. Obviously lots of people change their minds and sell, but it is darn rare in the world of timeshares to come out ahead reselling your ownership.
The fact that some owners have done well reselling in recent years should not imply to you that that will continue in the future. Buy and hold: DVC is for vacations. The S+P 500 is for future resale value.