Cody Rhodes, Charlotte Flair and O’Shea Jackson Jr. have been confirmed as guests for an upcoming Heyman Hustle TV roundtable scheduled for Wednesday, October 21, 2026.
The program will be hosted by Jacob Heyman, the son of WWE Hall of Famer Paul Heyman. The roundtable format brings together two of WWE’s most prominent active stars with Jackson, an actor and longtime wrestling fan who has remained a familiar face around major WWE events and wrestling-related conversations.
Additional guests may still be announced ahead of the show. At present, Rhodes, Flair and Jackson are the confirmed participants for the October 21 discussion.
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A notable WWE pairing for the roundtable
Rhodes and Flair represent two of the biggest names in WWE, each with a distinctly different place in the company’s modern landscape. Their presence on the same panel gives the show a strong wrestling focus while also creating room for a broader conversation around entertainment, celebrity and the public reach of WWE.
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Rhodes has become one of the defining figures of WWE’s current era. His return to the company reshaped the trajectory of his career, placing him in a central position on WWE programming and at the heart of some of its most high-profile stories. As a second-generation wrestler, Rhodes’ career has also been tied to the legacy of his father, Dusty Rhodes, while his own path has included major accomplishments across several stages of the wrestling business.
That journey makes Rhodes a natural fit for a long-form roundtable setting. His career has involved reinvention, highly visible championship pursuits and a sustained role as one of WWE’s leading representatives. A discussion moderated under the Heyman Hustle banner could offer an opportunity to explore the larger professional and personal dynamics behind a career that has unfolded in front of a massive audience.
Flair arrives with an equally significant résumé and a legacy that is impossible to separate from the history of WWE. The daughter of Ric Flair has established her own place as one of the most decorated and influential performers in women’s wrestling. Her body of work includes championship success, landmark matches and a long-standing role in the evolution of WWE’s women’s division into one of the company’s central attractions.
While Rhodes and Flair come from two of wrestling’s most recognizable families, their careers have taken different routes and have been shaped by different expectations. That shared connection to legacy, combined with their individual accomplishments, could make for one of the most compelling elements of the roundtable. Neither performer needs a family name to establish their standing today, but both have navigated the extraordinary pressure and opportunity that comes with carrying one.
O’Shea Jackson Jr. adds an entertainment perspective
Jackson’s appearance brings a perspective outside the locker room while keeping the conversation connected to wrestling culture. Known for his work as an actor, Jackson has openly engaged with professional wrestling and has shown a clear appreciation for the personalities, stories and spectacle that define the medium.
The combination of a film and television figure with major WWE talent reflects the increasingly connected worlds of sports entertainment and mainstream popular culture. WWE has long drawn interest from actors, musicians, athletes and other public figures, but roundtable conversations can provide a different kind of interaction than a brief ringside appearance or a promotional cameo. With Jackson joining Rhodes and Flair, the program has the potential to move between wrestling-specific subjects and broader discussions about performance, fandom and public identity.
Jackson’s inclusion is also notable because he is not being positioned simply as an outside celebrity guest. His familiarity with wrestling gives the panel a participant who can approach the discussion as both an entertainment professional and a fan. That can create a useful contrast with Rhodes and Flair, whose experiences have been shaped by the demands of performing on WWE television, traveling globally and working under constant audience scrutiny.
Jacob Heyman hosts the discussion
Jacob Heyman will host the Heyman Hustle TV roundtable. The Heyman name carries substantial weight in professional wrestling due to Paul Heyman’s decades-long influence as a promoter, executive, creative voice, on-screen manager and advocate. Paul Heyman’s career has crossed multiple generations of the industry, from ECW through his extensive work in WWE.
The October 21 program places Jacob Heyman in the moderator’s chair for a guest list that includes top-level WWE performers and an established entertainment figure. A roundtable setup differs from a traditional one-on-one interview because it allows guests to respond to one another, compare experiences and develop topics in real time rather than following a strictly individual format.
No specific discussion topics have been announced. As a result, it remains unclear whether the conversation will focus primarily on current WWE events, the guests’ individual careers, entertainment projects, wrestling fandom or a combination of those subjects. The confirmed lineup alone, however, provides several clear avenues for discussion.
Rhodes can speak from the perspective of a performer who has occupied WWE’s top tier in a period of major visibility for the company. Flair can offer insight into the standard-setting expectations attached to elite women’s wrestling and to her family’s name. Jackson can address the experience of following the industry from outside the ring while working in another demanding performance-driven field.
Why the format suits the guests
Roundtable programming is especially suited to guests whose careers have intersected with the larger entertainment business in different ways. WWE performers are asked to be athletes, characters, live-event attractions and media personalities, often at the same time. Rhodes and Flair have both operated within that environment at the highest level.
For Rhodes, the conversation may provide a forum beyond the immediate structure of weekly WWE programming. The demands of a top WWE role can leave little space for extended reflection, particularly when storylines and championship competition dominate television time. A roundtable can allow a guest to discuss career themes more broadly without requiring every answer to fit the urgency of a current segment.
Flair’s career likewise offers ample material for a panel discussion. She has been a central figure during an era in which women’s wrestling has increasingly been presented as a major attraction, and she has performed under expectations that come with being both a headline-level WWE star and a member of the Flair family. Those experiences place her in a distinctive position for any conversation about legacy, pressure and longevity.
Jackson can help bridge those wrestling discussions with the broader audience that follows WWE as part of a wider entertainment landscape. His participation underscores how wrestling continues to resonate with viewers whose professional lives are rooted in film, television, music, sports and other creative industries.
More names could be added
The announced lineup may not be final. More guests are expected to be scheduled for the Heyman Hustle TV roundtable, though no additional names have been confirmed at this time.
Any further additions could change the balance of the panel and expand the range of topics available to Jacob Heyman and the featured guests. For now, the combination of Rhodes, Flair and Jackson gives the October 21 event a mix of active WWE star power, generational wrestling history and outside entertainment visibility.
The roundtable is set for Wednesday, October 21, 2026. Details on the full guest list and the specific subjects to be addressed have yet to be announced.
Darryl Polo
Darryl Polo is a passionate wrestling fan covering WWE, AEW, TNA and beyond. He loves great rivalries, breakout stars and the moments that keep fans talking long after the bell. How we work.