I'd rather just leave as it is. Even though it isn't a stock trade the accounting appears to be correct. But will the IRS challenge my return if I don't categorize as an option? It's not just the extra work - if I go in and change all entries, the chances of error are high. Plus the categories are not quite right. They list only as expired or sold. what about a situation where you sell a call and then buy it back in a roll. Fidelity automatically lists the trade as sum of the original proceeds minus the cost of closing the transaction. My bottom line is this: has anyone been challenged by the IRS for leaving these as stock trades and avoiding the pain and frustration of reclassifing them as option trades?