You ended your statement with "well technically" yet trying to support Will with technicalities of "at this point ect".
Bottom line is, according to his own man, Will 'started' an issue with Eminem behind the scenes and subliminal disses ensued. I don't think anybody with a straight face, even if they hate Em's guts can say that it worked out in Will's favor, especially with those two records.
I love Will, as I've gotten older and had children I have a new found appreciation for kid friendly rap and shyt that I was a bit too advanced for. But he was never rap music's sacred cow. And 'technicalities' aside he can't fukk with Em on the mic.
How is having a better catalog a technicality?
Will's been rapping since '86, nobody expected him to battle Eminem on some 8 Mile shyt. He never backed down either though. Will didn't start shyt, he had an opinion and Em proceeded to blast him on songs and in videos. Saying "you're either the biggest thing ever or the biggest flop" isn't a diss imo, Eminem says that shyt himself.
And Em's records didn't hurt Will's legacy at all, and he didn't seem too bothered by it - he was never going to have the Fresh Prince/Jiggy level of success with the way the game was going - Eminem certainly didn't affect Will's career.
NOBODY will look back at their careers or the history of HipHop and go "remember when Eminem dissed Will?

"
If anything threads like these showing up from time to time show the reverse, people are like "remember when Eminem went at Will?


".
EM will always have his place as an ill MC, and Will as a vet. They both played different parts to advance the culture (in their primes).