I don’t always think “Classic” as “Critically Acclaimed”
You can make an argument that the music isn’t his best, but you don’t in your OP. It’s a classic for me. Here’s why:
To me: Tha Mobb, Fly In, Fireman, Money on My Mind, Fireman, Mo Fire, and Best Rapper Alive is a HELL of a way to start an album
Lock and Load is cool
Oh No is A Milli before A Milli
Hustler Musik is a personal fav
Receipt, Feel Me, Get Over and Fly Out is a good run to end the album. Cultural impact plus launchpad of a staple artist, and a great overall listen = classic to me.
As far as your argument, you literally give no reason why it’s not a classic. Your leg to stand on is that your friend said no song on it is a top 20 Wayne song:
“The biggest thing for me is while speaking to a friend of mine that is by far the biggest wayne fan, I asks him what are your top 2-3 songs from the album. He names a few songs and then I ask him would you put those songs in your top 20 wayne songs ever. He never answered of course but thats the answer I was looking for.”
So just because your friend likes Lil Wayne and couldn’t answer that question, the album isn’t a classic
And, you question whether people actually like it or if they just like it based on the timing/ what it did for his career:
“The main thing that I want people to ask themselves is, is this a classic musically or is this q classic because of the time that it came in and because it launched a new era for Wayne.
The more and more I dive into it the more I cant help but think this is a piece that people have an affinity for but in hindsight, I feel as if people were open to questioning their belief that they would maybe feel different about it.”
There’s literally nothing above that says it should NOT be a classic.
You provide (in your OP) no actual critique of the album, you give no details why the music isn’t a classic. Your whole opinion is that maybe you overplayed it when you were younger and that you can’t grasp why other people like it. Off those reasons alone I can’t agree with you that it’s not a classic because you provide no actual reason that it’s categorized incorrectly.