Comment by Balinares

That's not how it works. You can't sell without someone buying from you, and if you're selling everything then buyers will know your stock is worthless and will not exactly be rushing to take you up on the offer, except at whatever severely depressed prices will generate a profit margin from liquidating your assets.

He's much better off propping up the stock with a bit more grifting for as long as that will last and living off loans taken with stocks as the collateral.