Hard questions are the building blocks of society.
Slow down. Journey from head to heart. Imagine a new world.
The 5 Hardest Questions is a global storytelling platform at the intersection of faith, culture, and imagination. Dr. Gregory Ellison II and Okorie “OkCello” Johnson guide leaders from head to heart through disciplined storytelling and fearless dialogue.
Each episode explores five themes:
Identity | Purpose | Community | Love | Legacy
Who we are
Fearless Dialogues creates spaces for unlikely partners to engage in hard, heartfelt conversations that lead to real change. Since 2013, Fearless Dialogues has engaged over 70,000 leaders in multinational corporations, colleges, universities, independent and public schools, nonprofits, religious organizations, and community groups.
What We Do
Partner with organizations to foster strong communities for the common good by creating spaces for unlikely relationships to change the way people see themselves and the world around them.
70,000+
participants engaged
Transforming cultures, strengthening leaders, and sparking measurable change
400+ organizations
served worldwide
Our clients
The Team
Host
Rev. Gregory Ellison II, Ph.D.
Founder of Fearless Dialogues. Author, scholar, and thought leader on empathy and moral imagination.
Co-Host/Lead Musician
Okorie "OkCello" Johnson
Acclaimed cellist known for blending classical precision and soulful improvisation.
Production partner
The HBUC
Atlanta-based creative visionaries producing cinematic, culturally resonant content. Co-founders Travis Cochran & Caleb Seales have collaborated with Nike, MTV, Lifetime, and cultural icons like Colin Kaepernick and Allen Iverson.
Season One features distinguished leaders across literature, theology, business, and global activism. Each guest enters not as an expert delivering answers, but as a human being wrestling honestly with life’s deepest questions.
season one
Tayari Jones
New York Times bestselling author and Oprah Book Club honoree
Dr. Tony Alonso
Latin Grammy–nominated composer and theologian
Milton H. Jones
Philanthropist and co-founder of the largest African American bank in U.S. history
Rev. Rene August
South African activist, protégé of Archbishop Desmond Tutu, and global peacebuilder
Gregory C. Ellison, III
University student and emerging voice shaping faith, culture, and public life