Armed with a MBA in computerized management information systems paid for thanks to government money because of service as a Naval Officer in the Vietnam War, Lesko became a professor in computer science and started a career as an entrepreneur. His first two businesses failed and one was a software company. His first successful company was a consulting business that helped Fortune 500 companies tap government programs to finance mergers and acquisitions and enter new markets. In a few short years, this business grew from himself with a phone and a desk in a one-room apartment to 30 researchers in downtown Washington, DC. He then left the corporate world to educate the average consumer how they also can use the same government programs to help their lives. He has written over 100 books on the subject of free money. Two became New York Times Bestsellers.
He was also a columnist for the New York Times Syndicate and Good Housekeeping magazine. He has appeared on hundreds of radio and TV shows and made regular appearances on Letterman, Larry King, Leno, CNN, Fox, The Today Show, Good Morning America, and Oprah. His crazy TV infomercials were among the most popular in the industry and he is often recognized on the street because Lesko always wears Question Mark Suits.