Hello @CanmoreDog ,
I think this depends on how you are bringing in your 2019 transactions.
This is one reason why I don't use bank feeds. There are many transactions where the net entry from the bank feed just isn't good enough. It doesn't capture the anomalies of every day accounting. Normally, if you import net credit card deposits (the gross credit card receipt less the cc provider's fees) from a bank feed, you can't leave them that way. You should edit the transaction by entering the gross deposit on one line and deducting the fee expense on another line to arrive at the net deposit. Otherwise, QBO will just post the net amount to your Receivable or Cash Receipts,(however you have it set up), resulting in a shortage of payment collected and a shortage of fees expensed.
The other option is to use reporting to make one lump journal entry each month (or in this case, for the year). Meaning that you would have to make an entry for the difference between what gross deposit should have been and what net deposits amounts are by DR - Fee Expense and CR - A/R or Cash Receipts.
I'm not sure how QBO will handle import of both the net amount from the bank feed and the gross from Square. I think it will not combine them properly. I think you should choose to bring in one or the other but not both; whichever one is the easiest to edit as described above. If you want to be able to do 2019 reporting by month once everything is in, and you chose not to edit each deposit transaction but rather do a lump entry, I would do one per month so your monthly reporting would be accurate. If you are not concerned at this point with monthly reporting for 2019, then just make one lump sum JE for Dec 31/19 to capture the fees.
I hope I've understood what you were asking. Good luck!
