Has he been invited to speak before black audiences?
If it works...but then if it increases the whites to vote for him—the shoe fits.
The NAACP invited him. But accepting is a fools errand, because you will certainly be shouted down. Trump would win the national election in a landslide if he got 20% of the black vote, and yet speaking before an 80% hostile audience is always going to be a disaster.Hence, no speeches to audiences self-selected to be hostile, even if you do have a program to offer which could attract a significant minority of the group in a secret ballot.