Thanks for posting here in the Community, scottkathi.
Let me share some insights on how bank feed transactions work in QuickBooks Desktop.
If you're using Direct Connect, you can check your Direct Connect ID and review if this includes the second investment. Normally, since it's just one bank account number, the two investment transactions will be all downloaded as one.
If you're using Web Connect, QuickBooks Desktop only receives data through a downloaded file via a web browser. I recommend contacting your financial institution. They can help you look for a way to add the two investment transactions in QuickBooks separately.
This article will give you more details about bank feeds: Get started with Bank Feeds for QuickBooks Desktop.
If you have other questions, I would be happy to answer it. Just post it here as a comment and I'll take a look at it. Enjoy your day.
