1.) If center stands are so awesome, why didn't my T-dub provide a center stand from the factory?
Two reasons: It's not a necessity and it increases production cost. A side stand is sufficient for most people. Seasoned motorcyclists will tell you a center stand is worth its weight. This kit happens to weigh just 4 lbs.
2.) Will I lose ground clearance?
No, this kit has been engineered to retain the factory 10.4" of ground clearance and will not interfere with normal side stand use. Both the center stand and side stand operate independently of each other.
3.) What modifications, if any, will it take to install one of these on my TW?
In order to install this kit, you'll need to remove the stock (or aftermarket) skid plate if so equipped. You'll also need to remove the factory skid plate wire mount on the main 1" bottom frame tube by way of a hammer, hack saw, or angle grinder. Most used bikes with aftermarket skid plates (i.e. Ricochet) installed already have this mod completed. Once the center stand kit is installed additional clearancing to the skid plate is required for re-installation.
4.) Will this kit work with my oversized tire? NO. This kit will only work with a stock sized rear tire.