OK, update (I really hate it when people ask for help and never bother to follow up).
I finally found an amazingly great deal on a copy of OS 7 on flea bay. I see what you mean
@barbagris by "in theory" when I said I'd need to
buy an upgrade. It was $2.99 and, surely, completely legit. It was the best three bucks I ever spent.
Well, I was expecting the worst, but the upgrade and install went surprisingly well. I was almost shocked when I plugged into the bike and it connected and allowed me to load a new tune. Sah...weet! As someone else suggested, it must have been the Vista OS that was causing me problems.
So, a good fellow
@Martin-Brighton-uk shared his tune for an '11 Roadster with a pretty similar setup (look in resources) and I decided to use that to give my newly working setup a whirl. Fantastic! I was only able to get in a short ride today, but my initial reaction is, oh, FH yeah!
If you're seeing this Martin, a big thanks to you for being kind enough to share that tune. It was a definite improvement over the canned 20355 map for TORs. When I find a good tuner nearby, and once I get the crossover pipe from Paul Bryant, I'll return the favor to you and anyone else in the group by sharing my tune, as well. Why not?
I really do appreciate all the great advice (and tunes

I get from fellow users here on this forum. I hope to see many of you in Maggie Valley this year. Thanks and happy new year!