@Bolacore Trying out the new version of TailTalk, 0.4.2, and indeed, bullet characters are now appearing correctly! However, some other change(s) you've made appear to be causing numerous files/folders, though not all, to appear as individual, unnamed files on the vintage Mac side, hundreds of megs in size. If I try to open Get Info on one of the files, the window quickly closes again and a number of duplicates appear in the window.
(Also, it seems I may have been using a faulty cable initially, as a new one appears to be behaving perfectly!)