Hollywood Checkmate explores the real life struggle of individuals trying to get their first break in the entertainment industry. Great qualifications, years of training, and a college degree may look good on a resume but don't always equal a job. The Hollywood dream has become a nightmare for some. Can the next generation of creatives change the status quo and revoke the catch twenty-two that blocks them from starting a career? We'll meet young talent struggling to survive and talk with experienced veterans of the industry whose words of wisdom inspire hope.