He shares with Will a humble background, immense intelligence, eloquence, .....
You're cracking me up.
They are both highly talented men who came from humble backgrounds. I don't see how that is untrue or funny.
How can I say this?
The same situation can present itself to different people in different ways - in terms, for example, of whether one sees a slip on a banana-skin as a welcome puncturing of overblown self-esteem (and therefore essentially ludicrous), or a minor accident that causes a moment of mild concern to the observer, before one is reassured to see that no harm has been done.
In the case of DCP and Schryver, there are some of us here (including, I am certain, highly talented people from humble backgrounds) who have mostly seen the pair of them as essentially ludicrous figures, whose energy and intelligence just went to intensify the overall impression, and whose occasional flashes of sheer nastiness have acted as a prophylactic against sympathy when they suffer misfortunes they would certainly have been happy to have seen inflicted on others.
To people in that situation, your original statement looks like irony, though I am sure you meant it quite sincerely.