Molly Ringwald Reflects On Her 'Worst' Job And Career What-Ifs

  • By Imani
  • Aug. 8, 2026, 8 a.m.

Molly Ringwald's Toughest Project: A Peek Behind the Curtains

Iconic 'Brat Pack' actress Molly Ringwald took a trip down memory lane, sharing juicy details about her career's ups and downs on 'Watch What Happens Live with Andy Cohen.' While she’s celebrated for her iconic roles in 80s classics like 'Pretty in Pink' and 'The Breakfast Club,' not all projects have left her with fond memories.

When tasked with ranking her past work, Ringwald did not shy away from naming 'The Secret Life of the American Teenager' as her least favorite gig. Though she expressed her affection for co-star Shailene Woodley and the rest of the cast, it was clear that one difficult co-worker cast a shadow over the experience. “There was one person that was really difficult. And I’m not gonna say who that one person is [but] they brought it down to a one,” she candidly admitted.

“That was it. The worst,” she added, confirming the drama series’ bottom ranking.

Turning Down 'Ghost' – A Career What-If

Beyond dishing on challenging co-stars, Ringwald opened up about some major what-ifs in her career. She revealed during the interview that she passed on the chance to play the female lead in 'Ghost'—a role that went to Demi Moore and catapulted the film to iconic status. While acknowledging the opportunity missed, Ringwald showed no bitterness, noting, “But Demi is great in it. So, good for Demi. She did a great job.”

Host Andy Cohen nudged at the thought of how the role might have altered her career path, to which she replied, “I know, it was just not meant to be.” Her reflections also shed light on lost opportunities with other classic films due to her age at the time, though she has no regrets about those near misses.

Life After the 'Brat Pack'

Since her teen starlet days, Ringwald has continued to evolve, recently appearing in acclaimed TV series like 'Monster: The Jeffrey Dahmer Story' and 'The Bear.' Her role in 'The Bear' earned her an unexpected recognition, or lack thereof, as she noted with pride that many didn’t realize it was her, seeing it as the ultimate compliment.

Ringwald’s reflections remind us of the unpredictable nature of showbiz, where every role, regretted or relished, adds another layer to the story of a career.

Imani
Author: Imani
Imani

Imani

Imani follows the money: payouts, contracts, lawsuits, and platform enforcement. With a background in entertainment PR and paralegal work, she breaks complex stories into plain-English playbooks for creators. Her series Follow the Money connects drama to data - who benefits, who pays, and what to do next. Calm, sourced, and courtroom-ready; DTLA is her second office.