In this Season Two Finale, the incredibly talented Noelle Scaggs (Fitz and The Tantrums) joins Benj in Nashville, TN to catch up on things from the O.A.R. 2024 Summer Tour. Having gone through personal challenges during the run, a lot was left unspoken in the new friendship and speaking openly about it in this way proved to be a meaningful connection. Noelle shares candidly about how she managed her wellbeing before, during and after tour.

During the Mountains and Minds Mental Health Summit in Beaver Creek Colorado, Dr. Judith Landau sits down with Benj to share her story living through Apartheid in South Africa, creating her Community Resilience model, and working around the globe to be of service to others.

Skiier, ultra-runner, filmmaker, and mental health advocate Drew Petersen joins Benj onstage at the Vilar PAC in Beaver Creek Colorado, as part of Mountains and Minds - A Mental Health Summit to Strengthen Community. The two discuss Drew's new film, Feel It All, while explaining a longtime battle with his own well-being, injuries and challenges growing up in Colorado being immersed in its seasonal outdoor culture. The two have a solid rapport deepening their new friendship and passion to elevate mental health conversations.

Chef Robert Irvine and Benj meet up in Beaver Creek Colorado at the incredible Vilar Performing Arts Center as part of Mountains and Minds: A Mental Health Summit to Strengthen Community. Also as part of the summit, Robert Irvine Foundation's brought their Breaking Bread with Heroes program to Eagle County so that they could connect with first responders who are daily doing incredible work for the people of the county. Robert shares many personal stories highlighting how his mindset helped him to arrive where he is today, as well as how he chooses to lead his companies and teams.

Filmed within Vilar PAC in Beaver Creek Colorado, during the Mountains and Minds Mental Health Summit to Strengthen Community, the extremely talented Pat Milbery reconnects with new friend Benj Gershman. Discussing their personal connection, life mentors, experiences and trauma with suicide the conversation ebbs and flows through meaningful topics usually left unspoken.

Filmed at the Nailspring Ranch in Bonanza Oregon, the Becklin Family hosted the band O.A.R. while on tour during their Summer Tour '24. Brady Watt, bass playing phenom, writer and producer talks candidly about how his career unfolded in the music industry, while sharing his regimented approach to battling testicular cancer. Likening his fight to how he approaches his everyday work in music, Brady's steady and focused mind shares all through friendship in an amazing place during an amazing time.

Kicking off Season Two of What Could Be Bad, Benj is joined by Victoria Arlen (ESPN Host, Author and Olympic Champion) in his happy place, the home his grandparents built decades ago in Connecticut. Chatting on the deck behind the house above a beautiful New England cove, the two share a conversation about unique personal health challenges, the landscape of recovering both physically and mentally, and then moving forward and thriving - all through the lens of longstanding friendship and mutual respect.

In the What Could Be Bad Season One finale, Artist and Advocate Abby Wren, joins Benj Gershman for a conversation in Vail, Colorado. Wrenegade Media dynamic duo, Abby and her husband Wade Holland, are the Creative Directors and Hosts of GoPro Mountain Games CoLab Stage, which stands as a creative and collaborative space that brings many diverse performance elements together. Abby shares about her history and advocacy with Alopecia while Benj divulges his own experience with it. They touch on art, community, music and other topics, learning and listening to one another in a beautiful setting. Special thanks to Dave Dressman, Betty Ford Alpine Gardens and the Vail Valley Foundation for creating this opportunity.

Filming at Studio West in San Diego California, CEO and Creative Director of Voices of Our City Choir, Steph Johnson connects with Benj Gershman for a meaningful discussion. Steph's artistic path collided with her calling to be of service to others when she brought the creative initiative to life. San Diego's unsheltered homeless choir receives resources, support, purpose and dignity from the community effort - all while Steph put her own personal career on pause for this higher purpose. The demands of this endeavor touched all sides in all ways while she learned the hard way about how to balance what her community needed, and needs, with what she can provide in maintaining form and function. The learning goes both ways as Benj sees himself in her efforts with how this current podcast project has pulled at him in various capacities. Enjoy these two new friends connecting with one another and taking a moment out of their lives to help one another understand and tell their unique stories.

Artist and Global Icon, Flavor Flav, joins Benj Gershman for an honest and heartfelt conversation about lessons that Flav has learned in his life and career in the entertainment industry. Having listened to a Public Enemy cassette tape during his middle school years, Benj inquires about the early days forming the band and being included in the game-changing record deal with Def Jam at a time when the executives there tried to get bandmate Chuck D. to sign without the hypeman, now legend. Sharing his beliefs and feelings on a range of other topics, Flav provides tangible and candid advice that Benj takes to heart in this very special episode.