The Financial Institution decides what data to provide for the downloads so I'm betting that Chase made the change.
If you have not already done so, you might want to go to the Account Register > upper right Gear icon > Register Columns > check the boxes for Downloaded data (highlighted in yellow) > Done. Then look at the register to see which of these might provide you with information that would help you differentiate between the deposits. I can't assure you that you will have that data in those fields but I think it would be worth a shot taking a look at it.
Just as a workaround … how about changing the amount of one of the transfers? If both transfers are for, e.g., $500.00 then change one of them to $500.01 Now you know who's who …
Aside from the additional register fields, if you know how to work your way thru the OFX log file, you could find these transactions and see exactly what raw data are being transmitted, before Quicken tries to interpret the data.
It would appear so. There is a way to see exactly what information Chase (or any financial institution) downloaded during OSU. It is not a very user-friendly process but it will include every piece of transaction information that was downloaded into Quicken.
The most recent OSU data will be at the bottom of the file.
The search process can be made a bit easier if you do CTRL+F and enter something rather unique about the transaction, such as the Payee's name, the date of the transaction or the dollar amount of the transaction. Once found, review the transaction information to see if the data you are wanting to see is listed there and if it is as you had expected to see or if it is with "XXXX" in the Payee's name. If it is shown there with "XXXX" that means Chase is downloading it that way. If it is different from "XXXX" then it means that Quicken is changing the Payee name. It can be somewhat difficult to make heads or tails of the data but it is possible.
A few other things to look into. If you make these suggested changes they will be applied to all of your Accounts in Quicken, not just to Chase.: