Madea Goes to Jail opened at number one on February 20, 2009, grossing US$41 million and becoming his largest opening to date. This was Perry's seventh film with Lionsgate Entertainment. At the request of director J. J. Abrams, also in 2009, Perry had a small role as the Starfleet Academy commandant Admiral Barnett in Star Trek, which opened on May 8. This was his first film appearance outside of his own projects. Perry next wrote, directed, and starred in I Can Do Bad All By Myself (2009), a film structured around his Madea character. This was Perry's eighth film and it also made number one at the box office. In 2009, Perry teamed with Oprah Winfrey to present Precious, a film based on the novel Push by Sapphire. Why Did I Get Married Too?, the sequel to Why Did I Get Married?, opened in theaters on April 2, 2010. It featured Janet Jackson, Cicely Tyson, Louis Gossett Jr., Jill Scott, and Malik Yoba. The film grossed US$60 million domestically, with US$29 million made the opening weekend.
In early 2009, Perry threatened legal action against Mo' Money Taxes, a tax preparation company based in Memphis, Tennessee, for running a TV spot that he felt offensively parodied his work, in particular Madea Goes to Jail. The ad features a large Caucasian male (John Cowan) in drag, named "Ma'Madea". The offending ad was dropped from circulation.
In October 2009, during a 60 Minutes interview, Perry was read a quote of Spike Lee's comments about his work and responded, "I would love to read that [criticism] to my fan base. ... That pisses me off. It is so insulting. It's attitudes like that that make Hollywood think that these people do not exist, and that is why there is no material speaking to them, speaking to us." Perry also stated that "all these characters are bait – disarming, charming, make-you-laugh bait. I can slap Madea on something and talk about God, love, faith, forgiveness, family, any of those." In an interview with Hip Hollywood, Perry responded to Spike Lee's comments by telling him to "go to hell."
On July 20, 2009, Perry sponsored 65 children from a Philadelphia day camp to visit Walt Disney World, after reading that a suburban swim club, the Valley Swim Club in Huntingdon Valley, Pennsylvania, had shunned them. He wrote on his website, "I want them to know that for every act of evil that a few people will throw at you, there are millions more who will do something kind for them."
On December 8, 2009, Perry's mother, Willie Maxine Perry, died at age 64, following an illness. As of 2020, he is unmarried. He lives and works in Southwest Atlanta where he operates the Tyler Perry film and TV studios. In August 2010, it was reported that he had purchased Dean Gardens, a 58-acre estate in the Atlanta suburb of Johns Creek. He tore down the existing 32,000-square-foot (3,000 m) mansion and planned, but never built, a new, environmentally-friendly home on the property.