In order to understand the force of nature this guy was we should take a look at the numbers during his peak years
Took wayyyy to long between albums
It took this guy 4 years to follow up Don’t Be Cruel. The DBC tour granted was a huge success but he went away at a time that black music was about to undergo serious changes. New Jack Swing would be all but finished by 92 and 90s R&B wasn’t going to be at that same frenetic pace that NJS was known for. In spite of that the Bobby album still went Double Platinum so imagine if he came out in 1990 like he should have instead of waiting so long...
He didn’t have his eyes on the future
Drugs
We all know the story..
Moral of the story? There is absolutely no reason this guy couldn’t keep on as the 90s went on. By the time he was 23 it was basically over. He basically removed himself from contention and proceeded to go down a rabbit hole with Whitney. The hip hop/R&B Bad Boy lane he basically gave birth to went on without him. Usher/Ginuwine didn’t even break until the mid 90s so he should have been afforded years before any competition.
fukk it...life ain’t shyt without memories right?