Anna Redman

Redman appeared as a contestant on the 25th season of The Bachelor, which premiered in January 2021. She competed for Matt James's attention and was eliminated during week four.

Her time on the show drew attention after she accused fellow contestant Brittany Galvin of being an escort. Before the controversy, Redman had been relatively quiet in the season. She also attracted notice for her resemblance to former Bachelorette Hannah Brown.

Redman returned to Bachelor Nation in the seventh season of Bachelor in Paradise. She entered another televised dating environment after her appearance on The Bachelor.

During the season, she formed a connection with James Bonsall. Redman and Bonsall split in week six after failing to develop a lasting romantic connection.

Redman's professional background includes advertising copywriting. She studied creative advertising and communication at Loyola University in Chicago and graduated in May 2018. She also worked for Havas Chicago.

Her advertising work included campaigns or projects involving Coca-Cola, Moen, Smartwater, Carl's Jr., and Travelocity. Her ambitions have also included writing screenplays for Hallmark movies.

Redman began dating fellow Bachelor Nation personality Chris Bukowski in December 2021. Although both had appeared on several Bachelor-related programs, they met romantically off-screen while living in Chicago. They made their relationship public in March 2022 through an Instagram post captioned "Hard Launch."

Redman and Bukowski have discussed their nine-year age difference, saying that it was not a major barrier in their relationship and often became the subject of jokes. Redman said their different cultural reference points gave them a complementary dynamic. They announced their engagement in January 2026.