I'm in agreement with the general vibe here; kickstarter funding 'normal' SARP functions (art and map) does seem a little iffy, and Doshii's statements regarding tightening the purse strings could do well to ease the strain on the coffer.
In my opinion, I think that the current map project that has been underway forever (like Duke Nukem Forever, pardon my gaming joke), would still work perfectly well, especially if a little bit of HTML trickery is used to make each part of the proposed grid-like map into a link for the wiki. That, or even just retooling our current map page, to have a listing of systems and 'points of interest' beneath it, which would work perfectly well. A suped up map in flash or some such would just produce too much bandwidth demand.
Meanwhile, if we were to do a Kickstarter for something, it is going to have to be a product of some sort, something to get SARP out there into another media. Some sort of ebook, or comic would likely be the best bet. It is an attainable goal, and if we do a digital comic, the overhead would be minimal. Games require devs, designing, testing, marketing, too much fuss. A comic downloadable from Amazon would incur the least monetary investment.
As for motivators for in-house donations, Wes, you got a nice solid list there. I like it. Though, for people to commit to throwing money at a kickstarter, you need some stuff that has a universal appeal. Like... promotional prints/posters, pins, shiny things like that. Not to mention, if it is a comic or ebook, it is usually practice to give donators over a certain amount a copy of the product that is being developed, and that in itself is often a good motivator.