Actor Dean Winters on working for director Spike Lee: ‘Best summer of my life’

Key Concepts

• Dean Winters' Acting Career: Transition from "Mayhem" spokesperson to dramatic roles.
• Spike Lee Collaboration: "Highest to Lowest" project, working with Denzel Washington.
• "Mayhem" Campaign: Longevity, initial hesitation, and its impact on his career.
• Stunt Double Relationship: Partnership with David Chumbress, its duration and significance.
• New York City Roots: Importance of hiring local talent for Spike Lee.

Dean Winters' New Role in Spike Lee's "Highest to Lowest"

Dean Winters, known for his decades-long career in shows like "Oz," "30 Rock," and "Law & Order SVU," and most famously as the spokesperson "Mayhem" for Allstate Insurance, is now starring alongside Denzel Washington in Spike Lee's latest film, "Highest to Lowest." In this project, Winters portrays an NYPD detective tasked with investigating the kidnapping of a high-profile music mogul's son.

Genesis of the Collaboration

Winters' involvement in "Highest to Lowest" stemmed from a chance encounter with Spike Lee at a block party in Brooklyn two summers prior. Lee, who prioritizes hiring New York City natives, was impressed by Winters' connection to the city, having been born there. This initial meeting led to a spontaneous FaceTime call from Lee asking Winters, "What are you doing in two weeks?" followed by the offer to "make a movie with Denzel Washington," which Winters readily accepted.

Filming Experience

The filming process for "Highest to Lowest" was a highly positive experience for Winters. He described it as "the best summer of my life," with shooting locations in Tribeca and Brooklyn, areas where he lives, and near Yankee Stadium. The production spanned two and a half months.

The "Mayhem" Campaign: A Two-Decade Journey

Winters has been the face of the Allstate Insurance "Mayhem" campaign for nearly two decades. Initially, he declined the offer twice, stating, "I became an actor so I wouldn't have to put on a suit and sell insurance." However, he was persuaded by the script, particularly the scenario involving a teenage girl texting in a pink SUV, which he found humorous and allowed him to "hide behind this character."

Evolution and Impact of the Role

Winters believes the "Mayhem" role has progressively improved due to Allstate's commitment to hiring feature film directors and the quality of the writing. Contrary to his initial concerns that the role might hinder his acting career, he feels it has actually "really helped it," opening doors to other opportunities. He credits Tina Fey for recognizing his comedic talent through "30 Rock," which further solidified his acting credentials.

Partnership with Stunt Double David Chumbress

Winters discussed his long-standing professional and personal relationship with his stunt double, David Chumbress. They met on the set of "Oz" during a prison riot scene. Chumbress, noticing their similar height and appearance, offered his services as a double, stating, "If you're ever looking for a double in the future... I'm your guy."

A 30-Year Collaboration

Their partnership began in 1997 and has since encompassed over 250 jobs, including movies, television shows, and the "Mayhem" campaign. Winters considers Chumbress not only his stunt double but also "one of my best friends," emphasizing his support both on and off camera.

The Risks of Stunt Work

Winters acknowledged that Chumbress has sustained injuries, leading to hospital visits. He humorously recounted Chumbress's wife calling him, saying, "You're killing my husband," to which Winters replied, "Hey, you married a stunt man. We're keeping him employed."

Conclusion

Dean Winters' career demonstrates a successful transition from a recognizable advertising persona to a respected dramatic actor. His collaboration with Spike Lee on "Highest to Lowest" highlights his versatility, while his enduring role as "Mayhem" and his deep friendship with stunt double David Chumbress underscore his loyalty and the unique demands of his profession. "Highest to Lowest" is currently streaming on Apple TV+.