It's not up to Ross whether or not he drops a classic. If he does, it's not like there's going to be people lined up to admit it anyway. As an artist, he's only obligated to make the best album that he possibly can. If it's regarded as a classic, then it is what is. If not, oh well.
His skill set has nothing to do with it either. Prime example is Snoop. His flow on Doggystyle was incredible as was the production, but it left a lot to be desired lyrically in comparison to other classics at the time. Still, it's a classic. Then take a rapper like Lupe, nothing he's dropped is as highly regarded as Doggystyle, but people credit Food & Liquor as being "lyrically advanced".
