This is one of those know your audience things
Nelly probably doing this free concert at a college where the kids were BORN beteen 2002-2005 isnt gonna get tracktion especially when its only for them.
But I guarantee you he can do one of those Y2K arena tours with himself Ja Rule, B2k etc or even himself and Ashnanti and draw well from a crowd willing to pay for him. Probably also at a HBCU too.
Yes theres a Gen Z kids who like nostalgia but you gotta know your audience.
Its honestly not that big of a deal.