You're right @Pmalek -- the answer from @o_e_l_e_o was incredibly helpful, and after communicating Electrum contributors on Github the "sequence of hardware devices" challenge I was having got addressed nicely in version 4.2.2:
https://github.com/spesmilo/electrum/commit/238619f1ed7cb8e7bc60f9de0bfddc0116914b79
Incredible turnaround speed and general responsiveness and you can even see my dumb face if you hover over the linked comment on the commit haha. You definitely hit the nail on the head with these Ledger devices too!
I am working through the suggestion from @nc50lc and the potential workaround from @NotATether this afternoon and will hopefully have all this all tied up with a bow before the end of the day.
Thanks so much to everyone for your help in this thread, as a newcomer these helpful responses have no doubt saved me days of trial and error! -Dan