Great idea keeping it on coasts Erik. I'm east coast so if someone would raise their hand for the great plains I think we have a cabal.
As far as repackaging goes, it's easy if you're just careful with a sharp knife to open any package, and resealing's just a matter of using sturdy packing tape. I think all packaging should be between the 1st and 2nd parties; it's beyond the scope of what escrow is, really. For the kind of expensive stuff we'd be handling, really all shipments should be in priority boxes anyways, not mailers, so that eliminates 99% of all problems right there.
If we're keeping it coastal then we should arrange things by postal zone, so we can set flat rates for the service that already include shipping costs, with surcharges for excessive weight. This way the fee is already built in.
I'm not sure about one party paying the escrow fees in all cases; the service protects both parties, buyer and seller in simultaneous-send situations. Keep in mind, this is also a valuable service for those users on the same "tier" as far as feedback goes; the users who would send simultaneously (whether they're both zero FB, or both 100 FB).
Of course if a person with zero FB was to send first and wanted to do escrow instead, they'd be liable for all fees.
This does mean we need to set FB tiers for the NA system. It's tough to get feedback really so they should be nowhere near eBay levels. I'm thinking
0-5
6-10
11-20
21-50
51-100
k all typed out