Generally, when there are multiple of us interested, I prefer for people to discuss, privately, what they're willing to pay. For example, if Bill will go to $3000 and Olie will only go to $2500, then it would be nice for only the one is is planning to go highest to bid. Olie can't win, and it can save Bill a few bucks.
Of course, when the seller is one of ours, it should never get to eBay and a private deal should be worked out so all are happy and things like this don't matter. I would hate to see two or three of us force the price up on a family member when we can't win anyway.
Personally, I'd go to $2K on this one, but I would believe it to be worth more than that and that one of you is willing to go higher.