As an amusing side note (regardless of which is right or wrong) if Iconomi's original plan was to buy straight from the market, I bet you would have said "Hey guys! Maybe Iconomi should just place support bids instead! What do you guys think?" 
And I'd be right to. I don't mind the assertion that I would always think outside the box
It's not like I disagree with every single move Iconomi makes. But there are people who will blindly follow, without considering alternatives, as well you know!
Anyway, on this particular issue, I'm still undecided. I imagine it has occured to Iconomi already, and they probably reached similar conclusions to what you said above.
Enjorlas likes the idea though! Now I feel bad for telling him he's a useless moonkid with nothing of any value to say
What do you think of his comment?
But one thing is for sure, if Iconomi doesn't start market buying with their profits, they will quickly have $millions worth of assets backed up sitting in buy orders on exchanges. For example, there is only around $1,000,000 worth of ICN for sell on Kraken at any given day, but the ICNP is already sitting on a potential $9 million worth of buybacks if they break even on all sold investments. If they don't use some to market buy and move the price, nobody would ever sell.