What do I need to know about how Quicken matches investment transactions?
For Quicken to identify a match, everything about the transaction must be the same. Quicken uses a scoring system to decide if a transaction is a match, a near match, or new. If you think a new transaction might actually be in your transaction list, find it and check the fields for data entry errors. Differences in fields such as the Security, Date, Action, Stock splits or Price can affect the match.
You can find more detailed information in the Help section of your Quicken software by going to Help > Quicken Help or pressing F1 on your keyboard when you're in Quicken.