ISSUE: Three-way Transaction Match
I have now identified three situations (three months) in which two transactions are being matched to the same matching transaction, which should not be possible.
DESCRIPTION:
I downloaded transactions into the checking and credit card account using One Step Update. I noticed that the account balances were incorrect, so I reviewed the paper credit card statement to the Quicken register. For each of these three situations, there are two transactions in the Credit Card Register that are linked to the same one transaction in the Checking Register.
TRANSACTION #1
Account: Credit Card
Date: 9/23/25
Payee: Automatic Payment
Amount: $2107.68
Category: [Checking Account]
Right-click » Go To Matching Transaction
TRANSACTION #3
Account: Checking
Date: 9/24/25
Payee: Chase
Amount: $2107.68
Category: [Chase]
——-
TRANSACTION #2
Account: Credit Card
Date: 9/24/25
Payee: Chase
Amount: $2107.68
Category: [Checking Account]
Right-click » Go To Matching Transaction
TRANSACTION #3
Account: Checking
Date: 9/24/25
Payee: Chase
Amount: $2107.68
Category: [Chase]
QUESTIONS
How is this possible?
Why is this happening?
How do I avoid it going forward?