When new investment transactions are downloaded, Quicken is inappropriately flagging them as "near match". Typically, these are weekly or bi-weekly automatic investment transactions. Each transaction is for the same security, but the price and share count are different. Quicken is matching them to transactions from the previous week (or two weeks prior).
This was an issue in June 2024. The issue went away but returned as of about a week ago. My only workaround is to un-match every transaction before processing them, but that gets old.
Footnote: The account is a Vanguard account, where I had to manually download transactions for several weeks in late February, until their connection issue was corrected. They're all marked as "cleared", but maybe something different about them that makes look like manual entries.
I wish Quicken would consider 1) Adjusting the algorithm that does matching (make it "smarter") or 2) Add an option to turn off matching completely, because it is seriously unhelpful right now.