The critics aren’t solely deciding who wins the Grammy so I don’t have any idea why you bought up that point. The articles that I quoted from @Ziggiy with their backhanded compliments is what prompt me to say that and Nas would be the first to tell you he isn’t loved by critics. Especially in regards to the likes of Kanye and Tyler who have got much love critically, Nas simply hasn’t got the critical praise he deserves since and possibly because of Illmatic, the fact that you point to his first Grammy in his illustrious 25 year career as evidence of the contrary says it all, Nas has one Grammy the same as Tyler the creator and one is in their 20’s while the other has been releasing classic albums before the other was even 5 years of age.
Kanye has 20+ Grammys by the way, the point about white liberal media is they push LGBt or lgbt aligned or eccentric off the wall and unhinged( so called creative) black men more than they do the straight edged normal street dude that Nas is, simple point.
97 was a great shot. Big single, big label...but ultimately lost to another big single/big label track. In terms of the other ones you mentioned it would have required the Grammys to contradict how they've historically operated. Biggest selling or "most important" rap album tends to win, and with the rap songs categories they go to hits. Making it hard for Nas singles wise as Daughters and Cherry Wine basically got zero radio play, vs two of the biggest rap singles of the 2010s (NIP and No Church In The Wild).I’d argue that Nas should have won at least four of those categories (Best Rap Solo in 97) (Best Rap Album in 2013 which REALLY broke my heart as nobody will EVER convince me that Take Care was better than Life Is Good) (Best Rap Song in 2013 for Daughters. Best Rap Song is a writer’s award and is a better WRITTEN song than nikkas In Paris) and (Best Rap/Sung in 2013, which I thought was another egregious robbery)
I wanted Untitled to win in 2009, and I think history has been kinder to Untitled as an album than Carter 3 but The Carter 3 was a JUGGERNAUT for its time and there was absolutely NO WAY Lil Wayne was losing that one. He probably should have actually won AOTY that year too just based on how huge of a cultural force that album was, but people forget 08 was actually a pretty big year for Nas as well. Untitled was THE album that ended Tha Carter 3’s reign atop the billboard charts and he was pretty visible that year with interviews and performances.
Tyler has already won a Grammy for Best Rap Album, so I don't think there would be a particular mission in mind in order to give Tyler the award TWICE>Tyler will probably win. He’s more “relevant” than Nas and Jermaine while the Grammys have bushed Kanye right now.
They probably would want to see Kanye go off over not winning a Grammy.
Tyler is also queer so him winning would make the Grammys look more “progressive”.
97 was a great shot. Big single, big label...but ultimately lost to another big single/big label track. In terms of the other ones you mentioned it would have required the Grammys to contradict how they've historically operated. Biggest selling or "most important" rap album tends to win, and with the rap songs categories they go to hits. Making it hard for Nas singles wise as Daughters and Cherry Wine basically got zero radio play, vs two of the biggest rap singles of the 2010s (NIP and No Church In The Wild).
My point in all this was that Nas' lack of Grammys isn't about politics or not being the critical darling. It's just how the Grammys operated. Basically the only shift we've seen in voting has been the post-GKMC fiasco. The rap people (media, musicians, execs etc) are voting heavily now. But even with that you can still see things often still going to whoever had the biggest year. A pandemic year with little to no major releases was the perfect time for Nas to win and he did. Going forward, with Kendrick/Drake/Jay/Kanye/Cardi/Eminem/etc back into the fold and releasing albums over the next few years, I don't see a chance for Nas or an indie artist to shine again. That's King's Disease year was pretty special in that regard, and dope. Something like Alfredo probably isn't getting that chance to shine again.