The successful black man meme mostly use an image of an african american male wearing a suit and appears to be successful. The text usually starts off with the top caption sounding like a black stereotype but the bottom caption is something totally different. So you end up with jokes like, "I told the bank teller to give me all the money from my retirement savings account. The orphanage needs it more than I do." and "I'm a crazy black Friday sales strategist" just to name a few.
There are some even funnier ones that say things like, "I have a very large... Forehead" and "I can't pay rent...I think it makes more sense to buy a property and pay off the mortgage instead"