Maybe your problem is delivery.
Two people can tell the exact same joke, but one can make a crowd bust a gut while the other elicits at best a groan. Likewise, your talking points can be exactly the same, but your delivery and subsequent reception can be wildly different.
What matters is that Jay is doing good things, and getting people to listen and to talk. It also helps that he’s a wildly popular hip hop radio DJ with a massive fanbase. He’s reaching many, many people with a good message delivered in a way that actually gets his particular audience to listen. I can’t praise his efforts enough.