TobyMac has won too many awards to be counted. So I am going to highlight his biggest awards. In 2001 Toby won 6 Dove Awards in one night. Later that year Toby won Best Male Vocalist, and Best Song of 2001. The following year Toby won 5 GMA’s and 4 Dove Awards. In 2003 tobyMac came out with a Christmas CD and won an award for it; he also won 3 GMA’s. In the other years he has won the same awards, but in 2006 tobyMac won 2 Double Platinum Awards for his Momentum and Welcome to Diverse City CD’s. In 2009 tobyMac won a Grammy for his CD and DVD Alive and Transported.