Smiley has been a member of Omega Psi Phi since 2000, and has continually offered support to the Wilson family since 20-year-old Caleb’s death through his platform, relating to their grief due ...

Rickey Smiley at Rickey Smiley Fool-Ish Premiere *Comedian and radio personality Rickey Smiley is getting back to his roots with his latest stand-up special, “Fool-ish,” premiering on Hulu May 30.

Allyson and Allyssa. Rickey Smiley/Instagram Smiley’s daughters, Allyson and Allyssa, were born on Feb. 1, 2019. In February 2025, Smiley put together a massive birthday celebration for the girls.

Rickey Smiley is represented by Levity Live!, Workhouse Media, and UTA. Catch Fool-ish when it premieres May 30 on Hulu — and get ready to laugh, reflect, and maybe even heal a little in the ...

Rickey Smiley speaks with PEOPLE about returning to the stage for his new comedy special and finding connection to his late son through his performance.

EXCLUSIVE: Rickey Smiley, anchor and host of the #1 nationally syndicated urban radio show in America, has taken back to the stage for Fool-ish, his first comedy special in over a decade, which is ...

Rickey Smiley attends 2019 Black Music Honors on September 5, 2019 in Atlanta, Georgia ; D'essence Smiley, Aaryn Smiley and Malik Smiley pose for a photo together in May 2021.

Comedian, actor and radio show host Rickey Smiley has built a career making audiences laugh. But in recent years, humor has also been a source of healing during personal tragedies.

Rickey Smiley attends the BET Super Bowl Gospel Celebration at the James L. Knight Center on January 30, 2020 in Miami, Florida. (Photo by Mike Coppola/Getty Images for BET) ...

Actor and comedian Rickey Smiley is mourning the death of his son Brandon Smiley. Smiley, who starred on "The Rickey Smiley Show" from 2012-2014, took to Instagram on Sunday to share he had some ...

Rickey Smiley recently learned he was 5-year-old twin daughters with an ex-girlfriend, and that discovery has let him see the sun again after the sudden death of his son Brandon.