In a special simulcast episode, Neil Haley and Dr. Christopher Hall interview comedian, author, and now music artist Tommy Davidson. Tommy reflects on his career evolution from comedy and acting to music, announcing his new single "You Showed Me" featuring renowned saxophonist Najee. Tommy discusses how important Father’s Day is to him, emphasizing the challenges and resilience of Black fathers in America. He also highlights the strong influence of his upbringing by a single mother and shares his pride in raising his seven children, some of whom are now finding success in their own careers.

Later in the episode, Neil welcomes actor Tank Jones, who shares his journey from child acting (his first role was in a Sesame Street commercial) to becoming a professional actor. Tank discusses current projects including his film Bringing Back Christmas and an upcoming Western The Legend of Jose A. Donovan. He also expresses pride in his son Rajan, who has already won awards as a child actor. Tank talks about longevity in acting and the importance of creating one's own opportunities through self-produced content and continuous personal development.

The show also features a conversation with Dan Cosgrove on a special segment with Cutting Edge Benefits Podcast host Tom Quigley. Dan explains innovative solutions for companies to improve employee benefits through wellness programs that reduce healthcare costs for both employers and employees. They discuss Section 125 and Section 105 plans, emphasizing how companies can leverage wellness initiatives and self-funded insurance strategies to retain talent and improve profits. Dan and Tom highlight the synergy between their services, aiming to revolutionize healthcare benefits for businesses.

In another interview, Neil talks with veteran advocate Shawn Welsh about how veterans can find new missions after military service by getting involved in local communities. Shawn discusses the importance of combating veteran isolationism by volunteering in organizations focused on homelessness, mental health, and suicide prevention. He stresses that veterans have invaluable skills and experience to share and encourages them to seek opportunities to give back, whether by joining nonprofits or starting their own initiatives.

Finally, Neil checks in with romance novelist Mina Valentine, who is beginning to engage her readers with TikTok Live sessions. Mina shares her excitement about interacting with fans by reading excerpts from her historical romance novels and explaining historical contexts. She aims to make her sessions both educational and entertaining for her audience, bringing historical fiction to life with humor and passion. The episode wraps up with a quick health segment with Dr. Alan Lindemann, who discusses pertussis (whooping cough), its symptoms, treatment, and prevention.