File>Open recent - is this not working???

I had a couple of databases open in DTPO2. When I had to do a restart of the Mac and restarted DTPO2 it only opened the main database, even though preferences said to open all windows that were open last time, but maybe that’s because I have set it to have a default database.

Anyway, the thing that’s confusing me is that File>Open recent only results in me seeing a greyed out Clear Menu.

Is this something that I need to report as a bug? Or has someone else done it?