Out of the University of South Dakota, Dwight Anderson signed as agent with the Hamilton Tiger-Cats in 2007.   After one season in Hamilton, Anderson moved to Calgary as a free agent for 2008.  Anderson played three seasons in Calgary (2008-2010), developing into one of the best cornerbacks in the league.  Anderson won West Division all-Star honours in 2009 and 2010 and was named a CFL All-Star in 2010.  A free agent again, Anderson signed with the Montreal Alouettes for 2011.  Anderson's first year in Montreal was not a memorable one as he seemed to get in trouble over unnecessary penalties and discipline issues before an injury ended his season after just ten games.

Anderson signed as a free agent with Saskatchewan in February, 2013.

Dwight Anderson on fanbase.com

Anderson told to stay away from Alouettes - November 20, 2011

Anderson Vows to Colour Within Lines - March 13, 2012

Anderson Turning Over a New Leaf in Montreal - June 8, 2012

Dwight Anderson Signs With Saskatchewan - February 15, 2013