Honestly, if you are going to do this: "I just enter it without matching it to the bill."

You just Doubled the Expense. Instead, as I noted: you took the time to use Enter Bill; Instead, Banking menu > Write Check. Now the Banking would have already Matched to the existing entry and you would not have had to do Any More work. I open the Banking, it matches 35 entries automatically, nothing is marked for review, and I am Done in 5 seconds.

Instead, you now have 4 steps:

1. Enter the bill.

2. Get the banking and Add as if that is a New Transaction.

3. Edit the transaction and change the Expenses entry to AP for that vendor.

4. Open Pay bills to apply the credit to the bill.

I was pointing out that you don't have to work this hard. Sure, a bookkeeper that is paid by the hour might use unscrupulous additional steps to take more time doing the work. Most business people doing their own bookkeeping would rather be doing things that generate revenue or move the business forward.

And you are right about this: "First off..."In banking feeds, on each transaction row, go to the far Right. Use the dropdown for Add More Details."

Because I just checked and the Option for a CHK is "Select Bills to Mark as Paid." You would use Match to Existing Transaction if the CHK in banking download need to be matched to the bill Payment Check you already made in QB. I was thinking of the function I use every month, which is "Add More Details" for the one large ACH download that I need to match to 41 customer Invoices.

And you didn't tell us, but the assumption that this is QB US, and the Banking Feeds Mode is set to Express, not Classic. Please see my attachment.