I buy a one day VCP pass once a quarter and pull off the average prices for the cards in the set. This beats manually entering Ebay information but keep in mind VCP doesn't catch everything. I did the Ebay-thing at first and found VCP easier - it is whatever your preference is.
I agree with going after the big cards first. And settling on a condition, I am doing A - 2 but just got a good deal on a 3 so I bit and now have a duplicate that I can sell.
Also, use "special days" to your advantage. For my 35th birthday last October, my fiance purchased a card I needed. We got married in November, so I got another card (along with something else) as a wedding gift and for Christmas, yet another card. Knocked out 3 cards by doing nothing (well, the wedding was something).
But don't let the set consume you. Don't be afraid to buy something else that you like and can afford. This will ensure you won't get bored waiting for other cards to show up for sale.
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