Barry has founded and run small businesses with a great deal of success and failure for more than 20 years.

After successfully selling his last operating business, Barry has branched out into a number of entrepreneurship-related activities. He founded an angel investor group, an angel fund, and is a former advisory member of the board of the Angel Capital Education Foundation. He is the author of five small business books, including "How to Get Unstuck: 25 Ways to Get Your Business Growing Again". 

Barry is a nationally recognized speaker on small business who has given hundreds of presentations to audiences ranging in size from 20 to 20,000. As a member of the Entrepreneurship Hall of Fame, he has also taught entrepreneurship as an adjunct professor at the Illinois Institute of Technology. He has appeared on many TV and radio programs such as CNBC’s The Big Idea with Donny Deutsch, MSNBC’s Your Business and NPR’s The Tavis Smiley Show. He hosts his own radio show, Business Insanity Talk Radio on AM560, and writes regularly for the American Express Open Forum and other online and offline periodicals.