I have tried both of these options, but the matching transaction is still not populating. It is a check we wrote to a vendor in June and they just deposited it this week. Is there another way to link these two together?

Same issue here. Same goes with invoices many times or bills. The information extracted is completely wrong or won’t be read at all. As a new business owner, this has been very frustrating as I have a ton of other things to do all the time. The “time saving” aspect of QB is something I simply cannot agree with at all.

I can see that you did everything you could, @jmphoenix2000. I want to ensure this will be taken care of so you can get back to working order.

Since the issue persists after performing the recommended troubleshooting steps in this thread, I highly recommend reaching out to our Customer Care team to further investigate the root cause of the issue. Once connected, you can request a screen-sharing session so they can review your set up. Here's how:

1. In your QuickBooks Online (QBO) account, select the Help menu.
2. Next, select the Search tab and click the Contact Us button.
3. From there, enter a brief description of your concern and select Continue.
4. Then, choose either the Call or Chat option to connect with them.

To ensure you'll be assisted immediately, feel free to check our support hours page.

I've also attached this additional guide for matching transactions in QBO, feel free to browse this link: Tips for Working in QuickBooks Online’s Bank Feed: Matching Transactions. 

Once everything is fine and you're ready to reconcile your account to ensure the balance matches your real-life bank statement, check out this workflow for the detailed instructions: Learn the reconcile workflow in QuickBooks. 

Please post again here If you have any other concerns about matching your transactions in QBO. I'm just around the corner and ready to help. Have a good day ahead.