"Next challenge I see would be offsetting those 3 remaining tax quarters with losses"
Amen. Who wouldn't want to lose $25 million to get a deduction that will save $10 million in taxes?
I see people talking about reducing taxes by charitable donations or investment losses all the time. With charities you're at least doing somehting beneficial, but I have the feeling that a lot of people don't realize that reducing their taxes will mean there's less money in their pocket, too.