I've never heard of this guy before, so I had to research. Wikipedia entry for his early life: "Pool was born in Chicago, Illinois, and grew up in a middle-class family. His father was a firefighter and his mother sold cars. Pool attended a Catholic school until completing the fifth grade and left school at the age of 14."
Whelp. That explains a lot. I have yet to hear him speak or read any quotes on wiki or elsewhere. Though I can predict a certain cadence of speech and lack of even the tiniest depth of understanding of whatever he's talking about.
So which do we think came first? Private school or the dumb?
Some More News did a long video on him here. It's a bit long and focuses mostly solely on him. If you're looking for something that's a little more broader and covers these general types of guys they have a better video titled "Are Men Okay?". I actually think the 'are men okay?' one should be watched by everyone especially the end.