Wolf, almost every answer you'll get will be in some way subjective. One answer you should have, however, absolutely is not. You're getting hosed on the price for the extended warranty. They don't cost $2k.
Last November I got the longest duration warranty available for my red SEEG. The selling dealership wanted $1300.00. The dealership selling the bike does not have to be the dealership selling you your extended warranty though. Buy it anywhere, it's good everwhere. I told the selling dealership that Chicago Harley would sell me the warranty for $1057.00. Also told them I'd prefer to buy from them with the bike; but they had to get at least close.
They declined.
So I saved $250.00 on it and got exactly the same product.
As for rationale for buying it; if I only rode around the area I'd be less inclined to mess with it. My recreational riding, however, is more road tripping when time allows. It's just easier to know it's handled "out there" somewhere and not have to think about wrecking the fun of a road trip for the cost of an unexpected repair. Also, given what even "average" repairs cost at a Harley shop anymore if you break something twice in six years you're money ahead. Those aren't bad odds.
As for tires; I'm guessing right now my back tire will be down under an 1/8" (factory spec for replacement is 1/16th---not under my butt though) at somewhere close to 14,000. Never had one go this far before. Must be something special about the red color..... [smiley=nixweiss.gif] In any case will be changing both soon at about 12,500.