Upon reading a survey that stated films have become more influential than churches, Kendrick set out to change the perception of movies in mainstream America. He co-wrote (with brother Stephen Kendrick), directed and acted in all four movies Sherwood Pictures has produced. His second film, Facing the Giants, grossed over $10 million. The football feature became the best selling Christian DVD of 2007. His third film, Fireproof, grossed $33.5 million, making it the highest-grossing independent film of 2008. The project went on to win Best Feature at the 2009 San Antonio Independent Christian Film Festival, as well as the Epiphany Prize at the Movieguide Awards in Los Angeles. The fourth feature film by Sherwood Pictures, Courageous, distributed by TriStar, was released in theaters in September 2011 and grossed $34.5 million The film won Best Feature Film and Jubilee Award at the 2012 San Antonio Independent Christian Film Festival as well as the Epiphany Prize at the 2012 Movieguide Awards. The DVD was released January 17, 2012. Kendrick also appeared in the film The Lost Medallion, to be released in theaters in March 2013.
The Kendrick Brothers announced in April 2013 that they plan to shoot their next film in 2014 for release the following year, through their own production company and outside the purview of of Sherwood Baptist Church.
In addition to filmmaking, Kendrick has written four novels from his films with his brother, Stephen. The first three were with novelist Eric Wilson, and the fourth with Randy Alcorn. His fourth book The Love Dare made The New York Times Paperback Advice & Misc. bestseller list for 131 weeks, reaching number-one twice.The Love Dare has sold over 5 million copies, with at least six million copies in print. In October 2011, the novel for Courageous was listed on The New York Times Best Seller list, along with his book The Resolution for Men, which was written with his brother, Stephen.