Multiple chase credit cards

Question

Quicken is trying to offset a debit in checking with a payment in the card account with a 100% chance of doing it in the wrong CC account.  I am OK with just turning off this feature rather than trying to make it work.

Chris_QPW · Accepted Answer

Here is the setting for "Transfer detection":
Edit -> Preferences

You can either turn it off completely or set it to confirm so that you can just cancel the wrong guesses.  And yes this just a guess based on seeing the same amount as a deposit and a withdraw in two different accounts on about the same date.

UKR · Accepted Answer

In case you have
issues with transfer transactions not being generated correctly:

For best results
manually enter transfer transactions into your register BEFORE you download
transactions from the bank which contain the transfer confirmations. For
recurring transfers use scheduled reminders and enter them a day or two before
the due date. Be sure to use distinct Payee Names for each transfer / credit
card payment to avoid confusing Quicken - memorized payee entries.

That takes the guesswork out of the downloading process. Because a correctly
entered transfer transaction already exists in your account registers, the
process should just match the downloaded transfer transaction to the existing
one in both accounts.

Manually review all downloaded transactions, one by one. Select the downloaded transaction, review the register transaction it will be matched to or the new transaction that is about to be created. Make changes as needed to Payee Name, Category, Memo, etc. and then click Accept for the single transaction. "Shampoo, rinse, repeat" for all remaining downloaded transactions.

Chris_QPW · Accepted Answer

Thanks @UKR I should have mentioned that.  When the best thing that you can get out of Quicken is a "guess" then the best thing to do is find a way to avoid letting it guess.  There isn't any way Quicken can "know for certain" if a given transaction is a transfer of or not and from where to where.  So as @UKR said the best policy is to take the guess work out and pre-enter transfers.  For transfers like my credit card payments that are at a regular basis I use a reminder.