Your proposed approach seems like it could definitely work.
I didn't realize that Rich works for COMC, but they're definitely also an option. Greg Morris seems like another alternative to try to outsource a lot of the work while likely getting top dollar for raw cards.
And if you just want to do it yourself, then the BST here or either a BIN or an auction on eBay could also be options. I agree that listing 1,000 items would be a herculean task, and breaking it into teams and/or starter set lots is probably your best bet to keep it manageable, and hopefully not take forever.
I suppose if you're an enterprising fellow, you could also list both at the BST and on eBay (BIN only). Then your only problem will be trying to adjudicate everyone who claims to be the first to declare: "I'll take it!". Particularly if you get someone clicking on eBay to buy it.
Maybe the first person to yell it loud enough, Michael Scott style, should win.
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Trying to wrap up my master mays set, with just a few left:
1968 American Oil left side
1971 Bazooka numbered complete panel
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