Based on the coverage of his purchase it seems like he succeeded.
All my life I have been thinking I should develop good skills in my career. But actually I should have been learning how to make connections and talk to people.
There's no chance of me selling a single banana for that much. But I could be making a multiple what I do now.
In any case, in the true upper end of the market, most of these auctions are publicized but the buyers are behind many layers of indirection.
(To be clear, the banana piece specifically is probably a bad artwork to use for financial engineering purposes, but for the art market as a whole these dynamics add a lot to the prices near the top end)