You know if after all this there's still just no spark... maybe the two of you just shouldn't go out anymore.
But seriously folks,
Have you considered going elsewhere for your sparks so to speak? As in maybe replacing your magneto with hall effect sensor and going the on-board power & modern CDI route? Shortly after I installed my kit I had an experience that was at least superficially very similar to yours; 15-ish minutes of riding followed by 15 hours of troubleshooting, but in the end, a new mysterious black box CDI whose magic hadn't leaked out solved my issue. I read the first page of this thread and skimmed the others, so forgive me if you've already done this, but have you tried moving all the known-to-work ignition components off of one of your other bikes to this one? Can you think of any part, no matter how trivial (including the plug boot assembly, the plug itself, and even the magneto screws) that has been with you from the onset of the problem? Is the black wire PROPERLY soldered to the magneto core and do you for sure have continuity from black to block?
Although I have no proof of it occurring or indeed even being possible, I also theorize that if a plug were sufficiently carbonized it may be possible for a sort of "long short" circuit to begin competing with the gap and even eventually have impedance low enough to interfere with most sparks.
Yesterday I actually decided to dispense with the black wire altogether to make it easier to run the blue inside a length of tubing for water-tightness. Right now the CDI ground is tied to the lock washer on the exhaust manifold and everything seems to be playing nice.
"When you have eliminated the impossible, whatever remains, however improbable, must be the truth."
-Data
(I'm kidding. It was Sherlock or something.)