I have Quicken Classic. I've had it for years. I have some Bill payment reminders set up to automatically enter into my register about 20 days before they are due. The amount is an estimated amount based on my previous payments (last 3). I originally set up the reminder for $X.
The bill payment goes into my register every month like it's supposed to. When I download my transactions, if the amount is different, then I go into the register and change the amount to $Y. Then I select "Match" to reconcile it. I've been doing this for years.
The amount that gets entered into my register never changes from $X to $Y, even though I could have been doing this for months.
Am I doing something wrong, or is this functionality broken? It has never worked for me. My Quicken Classic is updated to the latest version.
[Edited - Readability]