I placed a buy to cover order today and the majority of it was filled at $27.2899 and the rest was filled at $28.29. wtf? 1/1000 of a cent difference? Oh, and I've never had this happen before. I still just subtract losses from profits at tax time, right? So hypothetically, say you place one order a year, and it's like this. Assume no commission: Short 100 shares if xyz stock @ $100 = $10,000. Place a buy to cover order at $105 (yea losing money) that gets filled 90 shares @ 105 and 10 shares at $105.50 So, Cover 90 shares of xyz @ 105 = 9450 Cover 10 shares of xyz @ 105.50 = 1055 So your total was $10,505 and you report a loss of $505, right?