The Crossman Conversation

The Crossman Conversation explores the challenges that impact today’s workplaces and communities, from mental health and addiction to race and education. Each episode brings together voices who are leading change and sparking dialogue on issues often left unspoken. The goal is to uncover solutions, promote healthier work environments, and encourage growth by creating space for honest conversations that matter.

50 episodes

8d ago latest

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English language

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Episodes 50

John Crossman & Jason Quint on Mastering Business Systems with EOS. (S5E35)
yesterday · 27:46
Join John Crossman and special guest Jason Quint, a professional EOS implementer with EOS Worldwide, for an insightful "Crossman Conversation" on transforming business frustrations into repeatable success. John shares his personal journey of embracing structure, moving from a 'creative big thinker' to a leader who leverages systems effectively. Jason demystifies the EOS (Entrepreneurial Operating System) approach, explaining how it helps align teams, achieve goals consistently, and break through entrepreneurial 'ceilings.' Discover the crucial dynamic between a Visionary and an Integrator, the
John Crossman & Pete Gamble Discuss the Value of HBCUs & Bethune-Cookman. (S5E34)
8d ago · 27:30
Join John Crossman on "The Crossman Conversation" for a powerful conversation with Pete Gamble, Chairman of Trustees at Bethune-Cookman University, as they delve into the profound value and vital role of Historically Black Colleges and Universities (HBCUs) in today's society. This episode challenges common perceptions, highlighting how institutions like Bethune-Cookman serve as nurturing pillars within their communities, fostering academic excellence, career readiness – as seen with their expanding master's in nursing program – and invaluable lifelong support networks. Pete shares personal ane
Tony Holland on Overcoming Adversity & Intentional Living with John Crossman. (S5E33)
15d ago · 28:04
On today's "The Crossman Conversation" - Join John Crossman as he welcomes Tony Holland, founder and CEO of Global Premier Benefits, for a powerful conversation on resilience, forgiveness, and intentional living. Tony shares his deeply personal journey from a challenging childhood, marked by trauma and a quest for identity, to becoming a highly successful entrepreneur. Discover how he embraced the profound healing power of forgiveness, crediting the Alanon 12-step program for helping him overcome past pain and unlock unprecedented success in both his personal and business life.
John Crossman & Stephanie Murphy: Mission-Driven Leadership & Service. (S5E32)
22d ago · 26:53
Join John Crossman on "The Crossman Conversation" as he sits down with former Congresswoman Stephanie Murphy for a captivating conversation that spans her extraordinary life and career. From her deeply moving story as a Vietnamese refugee and her impactful visit to the Hanoi Hilton with Senator John McCain, to her insights on bridging political divides, this episode is a masterclass in principled leadership. Stephanie shares how education transformed her life and why she’s passionately committed to workforce training and affordable housing in Orange County, Florida. Discover her unique approac
Mandy Mooney on Winning at Work & Life with John Crossman. (S5E31)
29d ago · 27:50
In this episode of "The Crossman Conversation, join John Crossman and Mandy Mooney, a dynamic Vice President at Prologis, author, singer, and mom, as they explore how to truly "win at work" by embracing your unique identity and passions. Mandy shares her incredible journey, revealing how her background in theater and music has propelled her corporate career and inspired her book, "Corporating: Three Ways to Win at Work." Discover her practical framework centered on Relationships, Reputation, and Resilience, and learn why nurturing your "tribe" and embracing rejection are critical for long-term
Beyond the Boos: Inspiring New Grads for the AI World with Guest Bill Collester. (S5E30)
1mo ago · 27:50
A UCF commencement speech on AI was booed. This episode of "The Crossman Conversation" featuring Bill Collester explores how to inspire new grads: embrace AI as a tool, cultivate human skills, and find courage for their evolving careers.
Community Impact & Career Growth with Kevin Miller, CEO of Addition Financial, and John Crossman. (S5E29)
1mo ago · 27:59
In this episode of The Crossman Conversation, Addition Financial CEO Kevin Miller shares his journey and commitment to community through education & financial literacy. Discover how to invest in your community and navigate a fulfilling career path.
Ryan Elijah and John Crossman: From Media to Politics with Purpose. (S5E28)
1mo ago · 27:16
On this edition of The Crossman Conversation - Former media pro Ryan Elijah discusses his pivot to politics, driven by purpose and making a bigger difference. Get his advice for young professionals on patience, networking, and taking impactful steps.
Faith, Leadership, & Suffering: Navy SEAL Brad Geary on Resilience with John Crossman. (S5E27)
1mo ago · 28:49
Join John Crossman and retired Navy SEAL Captain Brad Geary for a powerful discussion on leadership through suffering and the "Hard Mind, Soft Heart" philosophy. Geary shares insights from two decades in elite warfare, discussing how to navigate high-stakes conflict, build unbreakable team bonds, and find purpose in life’s most challenging valleys.
John Crossman Talks Entrepreneurship, Small Business Growth & Free Resources with Belinda Ortez Kirkegard
2mo ago · 28:54
John Crossman sits down with Belinda Ortez Kirkegard, President of the National Entrepreneur Center, to discuss entrepreneurship, small business growth, and the free resources available to help business owners succeed. In this episode of The Crossman Conversation, they explore how entrepreneurs can access coaching, workshops, government contracting support, Central Florida BizLink, and guidance from more than 100 regional business support organizations. Belinda shares why small businesses are essential to job creation, community growth, and economic development. This conversation is a powerful
John Crossman and Brett Clemmer on Healthy Workplace Relationships, Boundaries, and Men’s Mental Health. (S5E25)
2mo ago · 27:18
In this episode of The Crossman Conversation, John Crossman talks with Brett Clemmer, president and CEO of Man in the Mirror, about why healthy relationships and clear boundaries are essential at work and at home. They explore men’s mental health, loneliness, mentorship, self-awareness, and how professionals can build stronger support systems inside and outside the workplace. A practical conversation for leaders and young professionals seeking purpose,
John Crossman Talks Education Freedom, School Choice & Student Success with Erika Donalds. (S5E24)
2mo ago · 28:29
In this episode of The Crossman Conversation, John Crossman sits down with Erika Donalds, Founder and CEO of the Education Freedom Foundation, to discuss school choice, education freedom, and why every child deserves an academic path that fits their unique needs. Erika shares how her own family’s experience shaped her mission to help parents access better educational options, from traditional schools to homeschooling, private schools, hybrid models, and career pathways. The conversation also explores mental health, student belonging, bullying, workforce readiness, and the legacy of Mary McLeod
Stephen Holmes Jr. and John Crossman | Digital Marketing Strategist, Brand Leader & HBCU Media Innovator. (S5E23)
2mo ago · 29:36
Stephen Holmes Jr. is a marketing strategist with 20+ years of experience leading $40M+ in digital campaigns for brands like Delta Air Lines, General Motors, and AtkinsRéalis. A Bethune-Cookman University consultant and founder of The Ave BCU, he specializes in brand storytelling, digital strategy, and HBCU engagement.
Inside Aesthetic Medicine with Dr. Nicholas Nikolov | Leadership, Innovation, and Patient Trust, The Crossman Conversation with John Crossman. (S5E22)
3mo ago · 27:27
Dr. Nicholas Nikolov is an internationally recognized plastic surgeon and mentor known for patient-centered care, ethical surgical decision-making, and advancing personalized aesthetic medicine across Beverly Hills and Madrid.
How Behavioral Data Builds High-Functioning Teams | Curtis Sprouse on Leadership, AI & Life Sciences Innovation with John Crossman. (S5E21)
3mo ago · 28:14
In this episode of The Crossman Conversation, John Crossman speaks with Curtis Sprouse—life sciences entrepreneur, board advisor, and founder of EurekaConnect—about how behavioral analytics transform leadership effectiveness. Learn how CEOs identify blind spots, build resilient teams, and scale innovation from bench to bedside in the age of AI.
From Michael Jackson to Business Breakthroughs: Scott Proposki’s Camera Focus Method | Crossman Conversations with John Crossman. (S5E20)
3mo ago · 27:52
Photographer and author Scott Proposki shares leadership lessons from his Camera Focus Method, shaped by his work with icons like Michael Jackson and Robin Williams. In this episode of Crossman Conversations, he explains how focus, resilience, and small steps forward can help entrepreneurs overcome setbacks and grow stronger businesses.
Expanding Healthcare Access with Dr. Belinda Johnson-Cornett | John Crossman - Crossman Conversation Podcast. (S5E19)
3mo ago · 27:39
Dr. Belinda Johnson-Cornett, President & CEO of Osceola Community Health Services, joins John Crossman to discuss healthcare access, preventive care, mental health awareness, and reducing disparities for underserved communities. Learn how community partnerships, outreach programs, and ethical leadership are transforming population health across Central Florida and beyond. Discover how individuals and organizations can support stronger local healthcare systems.
Purpose Over Balance: Leadership, Culture, and Thinking Big with John de Armas and John Crossman | The Crossman Conversation. (S5E18)
4mo ago · 29:47
In this episode of The Crossman Conversation, John Crossman interviews Spectra Management President John de Armas about entrepreneurship, purpose-driven leadership, and the mindset required to succeed at the highest levels. They explore the role of culture, sacrifice, and vision in building meaningful careers and why “there is no balance, only purpose.” A powerful conversation for young professionals and leaders ready to think bigger and act with intention.
John Crossman on Mental Health, Suicide Prevention, and the Real Causes of Gun Violence | The Crossman Conversation. (S5E17)
4mo ago · 27:30
In this episode of The Crossman Conversation, John Crossman switches seats and is interviewed by John Martinez for an honest discussion about mental health, suicide prevention, and the overlooked reality behind gun violence in America. Crossman explains why nearly two-thirds of gun deaths are linked to suicide and why open conversations, community support, and removing stigma are critical to saving lives. Drawing from personal loss and leadership experience, he shares how grief, recovery, and listening to others’ stories can create healing and prevention. The conversation highlights practical
How to Start a Nonprofit Faster: John Crossman Talks with Christian LeFer About Legacy, Impact, and 501(c)(3) Strategy. (S5E16)
4mo ago · 30:01
In this episode of The Crossman Conversation, John Crossman interviews Christian LeFer of Instant Nonprofit on how entrepreneurs and families can launch a 501(c)(3) quickly and create lasting community impact. Christian explains how removing IRS bureaucracy empowers people to “be the change they want to see,” while John emphasizes action-driven generosity: “If somebody has an opinion on a social topic, I want to see them write a check and get involved.” Together, they explore nonprofit legacy-building, business-aligned foundations, and why “there’s nothing wrong with doing well while doing goo
John Crossman Talks Recovery, Purpose, and Second Chances with Educator John Martinez | The Crossman Conversation Podcast. (S5E15)
4mo ago · 27:55
In this powerful episode of The Crossman Conversation, John Crossman interviews award-winning teacher and Crossman Career Builders advisor John Martinez about his journey from clinical depression and rehab to a meaningful life serving students and families. Martinez shares how honesty, community support, and recovery tools helped him rebuild after crisis and become a leader impacting others. Now 13 years removed from treatment, he reflects on resilience, authenticity, and why asking for help can change everything. As Martinez explains, recovery gave him “a life rich in meaning” through teachin
Barbara Wittman and John Crossman on Empowering Entrepreneurs, AI + Collective Intelligence, and Building a Lasting Legacy | The Crossman Conversation. (S5E14)
4mo ago · 27:24
How can entrepreneurs use artificial intelligence without losing the human insight that makes businesses meaningful and enduring? In this episode of The Crossman Conversation, Barbara Wittman joins John Crossman to share how leaders can combine AI with collective intelligence to strengthen decision-making, expand impact, and build organizations designed for long-term legacy. She also offers practical perspective on empowering founders to align innovation with purpose, cultivate collaboration, and create businesses that serve both people and progress across generations.
Strategic Communications & Purpose-Driven Storytelling | Wendy J. Roundtree with John Crossman, (S5E13)
5mo ago · 28:02
In this episode of The Crossman Conversation, host John Crossman speaks with strategic communications expert and social impact leader Wendy J. Roundtree, APR, founder of Jarel Communications, about how purpose-driven storytelling helps organizations engage audiences and create lasting community impact. Drawing on her experience supporting public agencies, nonprofits, and mission-driven organizations across sectors including education, health equity, philanthropy, and homelessness, Wendy shares practical insight on leadership and communications strategy. Named Trailblazer Professional of the Ye
Mike Batts on Professionalism, Leadership & Nonprofit Careers, (S5E12)
5mo ago · 27:54
On this episode of The Crossman Conversation, host John Crossman sits down with nonprofit leader and CPA firm managing partner Mike Batts to discuss professionalism, leadership, and building meaningful careers in today’s evolving workplace. With more than 30 years of experience advising nonprofit organizations, Mike shares expert insights on nonprofit governance, financial oversight, risk management, and long-term organizational sustainability. He also discusses key themes from his latest book, Reclaiming the Power of Professionalism, highlighting the foundational principles that define strong
Corporate Leadership, Public Policy, and Community Policing Reform | Nadine Jones on The Crossman Conversation. (S5E11)
5mo ago · 28:22
On this episode of The Crossman Conversation, host John Crossman sits down with Nadine Jones to discuss corporate leadership, public policy, and community policing reform. Jones, a graduate of the Howard University School of Law, brings extensive experience as a former General Counsel and corporate governance executive. In the conversation, she shares insights on how legal leaders help organizations navigate complex regulatory environments while balancing business goals, ethics, and social responsibility. The discussion also explores Jones’ work in advancing dialogue and reform in the public s

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