I’m not sure if the select all difference matters, as I cannot seem to reproduce your issue either way.
Have you added any new columns to the Transactions sheet? Any check boxes?
I can reproduce your issue if a column has check boxes. The filter range does not auto-expand with a new row added with data.
The data filter does auto-expand when the check box is not present.
Note that the default Fill will append rows to the Transactions sheet and sort them to the top by descending Date, as opposed to inserting them at the top.