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Join nowGreetings, @Scott_B.
Allow me to share some insight on importing transactions via web connect and bank feeds. It sounds like you may have a damaged account in QuickBooks. The good news is, I can guide you through correcting this with just a few simple steps.
My recommendation is to merge your current credit card account with a new one. This will bring over all of your transactions, so you won't lose that data, and it will be in a new, healthy account. Here's how:
From this point, if you're still having trouble importing transactions via web connect, or bank feeds, you may need to troubleshoot further. In case that happens, I've included a helpful article for you here. If you have any questions about this or anything else QuickBooks, Don't hesitate to seek me out here in the Community.