I have a few scheduled reminders tied to interest and dividend payments from mutual funds and some individual stocks. They are never recognized after they are downloaded as a match to the pending reminder. I've had pretty good luck with reminders for spending accounts being matched and incremented automatically after the downloaded transactions are accepted. I've never had a match from an investment transaction even when payee, date and amount are identical. It requires manually Ignoring the pending reminder to increment it.
The Help files indicate it should work like spending account reminders. I'm just wondering whether anyone has had success with investment account reminders?