In 2006, Nickerson became the color analyst for the Buccaneer Radio Network, teaming him with the longtime veteran play-by-play man Gene Deckerhoff.
On February 23, 2007, Nickerson was named linebackers coach of the Chicago Bears, where he coached for his former Tampa Bay position coach, Lovie Smith. On January 8, 2008, he resigned from the Bears due to health issues within his family.
On April 15, 2010, Nickerson was hired as the head football coach at Bishop O'Dowd High School in Oakland, California, a traditional powerhouse that has produced future NFL players such as Tarik Glenn, Langston Walker, Kirk Morrison, and Eric Bjornson. During Nickerson's tenure, he led the Dragons to back to back league titles and was also responsible for producing nearly 20 scholarship athletes in a period of three years. Nickerson stepped down from the head coaching position on November 18, 2013.