Quote from stevegee58:
That's totally untrue, at least with IB. SPY doesn't cash settle so they can't just do that. If I were trading in an index like OEX it would cash settle then.
As long as you close out the short stock position in the IRA that same day, you're fine with the IRS.
BTW, I'm pretty sure I could have held that short all day except the margin used exceeded my account value. I strive to avoid this sort of thing but it happens. Ironically if my short call hadn't been assigned it would have ended OTM by EOD and I would have been fine.
That's just how it goes sometimes.