I am using Quicken Classic on Windows Release R61.21 Build 27.1.61.21
This issue has been going on a long time, years. I reported this a year or two ago but never got a response. This discussion got closed.
I monthly manually enter transaction activity from the brokerage statement. Every time I use the 'Withdraw' function, after I enter all the fields and hit enter, the amount that is entered in the 'Cash Amt' in the ledger is the amount from the previous time that I used the 'Withdraw' function. All other fields are correct. I have to go in and Edit the transaction in the ledger and correct the amount. It then enters the correct amount the second time but the next time I use the 'Withdraw' for the next statement, it does it all over again having the amount from that 'Withdraw' transactions. Every once in a while, it does work correctly.