Everything's relative. When a collector says their collection is worth "a lot" or "quite a bit" or "very valuable", that can mean $2,500 or $25,000 or $250,000 or $2.5 million or $25 million, etc,... It's nice to see cards skyrocket in price, but it's a double edged sword because it pushes others out of the hobby. I think it's only going to get worse as the balance tips even further to the business side of the hobby.
In terms of Brian selling his Mays or not, there's no right or wrong answer. You have to do what makes you happy in this hobby/business.
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