I don't have a solution for you Bill but can share some information. I trade options as well. After their expiration date I hide them by clicking the hide checkbox in the securities list (I also uncheck download quotes). This works reasonably well but there are still challenges.IMO there are 3 flaws in the Matching Security function. First, the list of existing securities does not obey the "view hidden securities" setting so the list is excessively long. Second, there is no way to search the list so the user has to scroll through thousands of securities trying to find the "one" match. Third, securities supposedly match on the CUSIP but their is no way to see the CUSIP for the downloaded security and its very hard to see the CUSIP for existing securities and truly identify why Quicken thinks the downloaded security is or is not a match to an existing security.