A brief update on this thread…
I finally got my ass in gear to fix both the wheel and the leaky, messy, worn out tyre that was hanging on to it. Taking the tyre off showed me that the ding was purely in one side of the rim and that it had bulged out the outside slightly at the same time as bringing the lip in.
After taping up the jaws of some molegrips (sorry, all I had) I managed to get it mostly straight, but there is still a bit of that outward bulge to be seen. I then cleaned out the bead locks and the tape and set about fitting the new Spec Purgatory Grid.
In contrast to last time’s hilarity with the Hans Dampf, I manged to avoid spraying sealant all over the place and it sealed onto the rim relatively easily, i.e. with only a moderate amount of pumping like crazy on the Joe Blow. The only leaks I saw were minor and soon went after a bit of bouncing and rotating and it looks* like the bead lock is good enough on the damaged section. I’m currently leaving it alone in the bathroom for a few hours to see if it holds a pressure.
I also need to take it out for a trial at some point in the next few days, but I’m going to put a new rim onto my shopping list so that I can do something with it over winter.
I know that the 2Bliss tyres Spec makes are not 100% true tubeless and will admit that the setup I have is bodgetastic, but it really is an easy job to fit Spec tyres.