Jay is Andy's outspoken co-worker and one of the friends determined to help him have sex. He takes Andy to social events, arranges chest waxing and a meeting with a prostitute, and causes several embarrassing situations. After Jill leaves him because of his infidelity, Jay admits that sex can damage a relationship before reconciling with her.
A fellow night school student who, along with the class, initially attempts to cheat on the test but ultimately perseveres and graduates successfully.
Second-born Meyers son running for congressman. He struggles to balance his political campaign with family life, initially agrees to help demolish a homeless shelter, but ultimately chooses his family values and cancels the project.
Star Maple Leafs player whose performance plummets after his wife leaves him. Suspended for retaliating against the rival goalie and coach. Undergoes emotional growth by realizing he only believed love was conditional on winning, eventually snapping out of a trance to score the winning goal.
Womanizing man facing commitment issues and confronting his past regrets
Marley's loyal neighbor and friend who supports her through her illness and shares a personal near-death experience to help her accept mortality.
Charismatic bartender overcoming his womanizing past for Mya.
Manager for Erica Long. During Andre's jail call with Erica, Benny takes over the phone to instruct Andre on damage control, advising him to attend the bachelor party for good press and fly out immediately for the upcoming wedding.
A widowed hip-hop radio DJ who loses his morning show after his station is bought by a conglomerate. He risks everything to restart his career, navigating financial hardship, family strain, and corporate sabotage.
Denzil Eisenhower is ordered by the President to bring Churchill back to London. He travels through wartime Britain with Churchill, making him the protagonist's assigned companion and a participant in the journey through the hostile and bewildered country.
Romany Malco has 36 screen credits in a career dating back to 1994. Their work is anchored in the Think Like a Man universe with 2 titles. Signature works include A Million Little Things, The 40 Year-Old Virgin, The Tuxedo. Explore the interactive character relationship maps on each title page to trace how their roles connect across franchises.
Related entry on Wikidata (Q924104), public domain (CC0).
