No question that Trump has been successful in building on what his father passed to him. But his success should be placed in context. He greatly benefited from many advantages (education, capital, contacts, etc) that truly self-made men do not have. Men like my grandfather, who started with nothing and built successful businesses on a third grade education. In addition, Trump is well known for using all the advantages of legal leverage (eminent domain) and crony capitalism and political contacts to garner many of his advantages while crushing private citizens. He has repeatedly lied throughout this campaign.
But indeed, kudos to your grandfather. Truly a self made man who was lucky enough to live during a time in this country where self determination had a better chance of achieving success.