Fred Trump built a massive real estate empire, then transferred it to his children including Donald through his life. Donald lost vast portions of it on bad investments, but his dad kept him afloat. Details from thousands of pages of Trump documents here. https://www.nytimes.com/interactive/2018/10/02/us/politics/donald-trump-tax-schemes-fred-trump.html?action=click&module=Top%20Stories&pgtype=Homepage. Moral- Donald Trump has lied for years about being a good businessman and participated in massive tax evasion schemes.