From June 2009 through November 2011, Wilkinson starred on Kendra, a reality series that aired on E!. Upon the conclusion of the series' fourth season, the network and Wilkinson parted ways as the network "went in a different direction" with its programming.
In March 2012, WE tv confirmed that the network had ordered fourteen episodes of Kendra on Top. Production began later that month
On October 22, 2012, AMC Networks, owners of WE tv, announced that the series has been renewed for a second season. Along with announcing the renewal of the series, AMC said that season one of the series acquired 7.5 million total viewers.