Jack in this episode sits down with Corey Alexander, discussing Corey's seven to eight years of service in the Navy, including his time stationed in San Diego and his deployments to Kuwait, Jordan, and Iraq. Corey shares intriguing stories from his medical training, his transformative experiences abroad, and his journey into Orthodox Christianity.

Jack in this solo episode brings on dating coach, Jayme Vainer, to talk about dating in today's complex landscape. Exploring the roles and insights of a dating coach, the importance of mindset, the dangers of hookup culture, and effective strategies for finding meaningful connections while incorporating a faith-based approach.

Jack and Josh dive into deep and personal conversations about faith, spirituality, and life struggles. We also explore the importance of remembering God in everyday actions and share insightful stories from our journey toward Orthodoxy.

Jack and Josh are joined by returning guests Gray and Dominic. They talk about their collective experiences with faith and attending the Orthodox Church. Also exploring personal struggles, spiritual discipline, and the intersection of business and spirituality.

Jack is joined by life coach Taylor Ely to discuss confidence, purpose, and the challenges of modern dating. Taylor shares her journey into life coaching, the differences between life coaches and therapists, and offers insights into building confidence and finding direction in life. We also delve into the complexities of dating culture today, the significance of faith, and the importance of community and self-awareness.

Jack and Josh interview Mac Hereford, former Alabama football player, discussing his journey as a walk-on, his community service efforts, and life lessons from Coach Saban. We also talk about the importance of faith, the NFL draft controversies, and the rising popularity of golf among athletes.

Jack and Josh welcome guest, author, and friend Lindsey Ellen. Lindsey shares the inspiration behind her book 'The Shame Game,' a memoir focused on overcoming shame and forging a life centered on authenticity and community. This episode delves into topics such as the impact of hookup culture, the importance of spiritual health, and what it means to live a Christ-centered life. Lindsey opens up about her own struggles, thoughts, and how her faith and intentional living brought her healing and joy. We also touch on the importance of generosity and how it can transform communities and individual lives.

Jack and Josh are joined by Colleen McKenna, an inspiring independent artist touring the country. Colleen shares her journey in music and faith, detailing her experiences from writing songs at a young age to leading worship internationally. She opens up about her spiritual experiences, her songwriting process, the influence of the Psalms on her music, and the importance of community in her life and career. She also talks about the creation and impact of some of her most special songs, including her viral hit 'WWJD'.

We played How Deep Will You Go?—and things got deep fast. From embarrassing memories and the times we’ve cried to raw conversations about faith, Christianity, and our personal struggles, nothing was off-limits. This episode is packed with thought-provoking questions, deep reflections, and real, unfiltered moments about life, family, and God. If you love deep conversations, faith-based discussions, and raw storytelling, this one’s for you.

Jack and Josh are joined by Kaden McGregor, who shares his journey from exploring dark paths to finding Christianity. Fresh off attending his first Orthodox Divine Liturgy, Kaden opens up about his experiences with non-denominational churches, his fascination with ancient religions, and how Orthodox hymns on TikTok led him to a spiritual awakening. The conversation delves deep into Kaden's past, the influence of his family, his previous interest in Satanism, and how Andrew Tate inspired him to start his own business.