@georgetakei during this bit, Chappelle wasn't making fun of Lil Nas X. He was pointing out that LNX was a dreamer, someone with lofty goals who wouldn't let anyone stop him. The joke was that people don't recognize the accomplishments of those like LNX in the same way they do with Chappelle himself.

“I know a dreamer when I see one, and I’ve met many powerful dreamers in my life,” he said, “none more powerful than a man who calls himself Lil Nas X.”