Timeout With Leaders

In this episode of Timeout with Leaders, we sit down with Carlton Dossman, Corporate VP at Microsoft. Carlton shares a leadership philosophy centered on harmony over balance, emphasizing being mentally present for the moments that matter in both family and business. From his early sales days at ADP to executive leadership at SAP and Microsoft, he reflects on the shift from individual performance to empathetic, high-impact leadership. He highlights the importance of constant reinvention, learning agility, and staying curious in a rapidly evolving world. Carlton also discusses leading at scale through trust and accountability, focusing on the what and why while empowering teams to own the how. Ultimately, he defines success through legacy—creating meaningful impact as a mentor, leader, and role model for his family and the thousands he leads.

Unlock the secrets of mental toughness and spiritual growth with Jim Rose, VP of Operations at Pilot Flying J. This episode serves as a masterclass in resilient leadership, challenging the idea that we are victims of our environment and proving that true power lies in mastering the internal landscape. Key Insights Include: Mind Over Circumstance: Why elite leaders focus on controlling their internal response rather than trying to manage uncontrollable external variables. The Vulnerability Accelerator: How embracing transparency and doing "hard things" fosters deep interdependence and builds unbreakable trust within teams. The "Crack in the Earth" Analogy: A practical framework for navigating tough conversations and resolving conflict before it scales into a crisis. The Power of Solitude: Why intentional isolation and mindset shifts are necessary tools for nervous system regulation and personal transformation. Conquering the Plateau: Strategies for maintaining a growth mindset when progress feels stagnant and using discomfort as a catalyst for dreaming bigger. Whether you’re a high achiever feeling stuck or a leader looking to fortify your team's culture, Rose’s blueprint emphasizes that resilience is a practiced discipline. Listen now to discover why pushing past your comfort zone is the only way to align your performance with your potential.

Redefine the essence of influence with Aftab Banth, founder of Deep Trail and former security leader at TikTok. This episode dismantles the myth of leadership-as-control, offering a roadmap for transitioning from high-stakes executive pressure to a leadership style rooted in inner peace and radical self-awareness. Key Insights Include: Regulated Leadership: How mastering your internal emotional responses transforms leadership from a dictatorial exercise into a source of calm, steady impact. The Vulnerability Pivot: Lessons from Banth’s transition from the tech C-suite to purpose-driven mentorship, proving that authenticity is a leader's greatest asset. Micro-Acts of Legacy: Why small, intentional acts of kindness and community support create a ripple effect that far outlasts professional ego or titles. Tactical Mindfulness: Practical habits for staying grounded—including reflective thinking and presence—that allow you to lead with clarity even in high-chaos environments. Beyond the Transactional: Shifting your focus from surface-level success to emotional intelligence, ensuring your influence is felt both in the boardroom and your personal life. Perfect for the leader tired of traditional power plays, Banth’s philosophy serves as a guide for those ready to lead with purpose, empathy, and genuine fulfillment. Listen now to learn why the most important person you will ever lead is yourself.

Step into the dojo and the executive suite with Amir Khawaja, Senior Director at Discover Financial Services and co-founder of Black Belts and Boardrooms. This episode explores how the discipline of martial arts provides a high-performance blueprint for corporate leadership, resilience, and emotional intelligence. Key Insights Include: • The Sparring Mindset: How the physical adaptability required on the mat translates into confidence and quick decision-making under corporate pressure. • Trust Through Mastery: Why delivering your best work is the ultimate foundation for building organizational trust and professional influence. • The Power of Limitations: Understanding how self-awareness and acknowledging your boundaries can actually become your greatest leadership strengths. • Tactical Mindfulness: Simple, grounding habits—like daily journaling and overcoming negative self-talk—to maintain clarity amidst organizational chaos. • The Empathy Edge: Balancing technical competence with humility to lead teams with authenticity and mental agility. Whether you are a seasoned executive or an aspiring leader, Khawaja’s philosophy demonstrates that true mastery is a holistic pursuit of mind, body, and spirit. Tune in to learn how to bridge the gap between physical discipline and professional excellence.

Dive into the career journey of Zach Lewis, CISO and CIO of the University of Health Sciences and Pharmacy, as he explores the intersection of technical resilience and the "human" element of leadership. This episode serves as a tactical guide for navigating the high-stakes world of cybersecurity while staying grounded in curiosity and connection. Key Insights Include: The Power of Curiosity: Why inquisitive hiring is the secret to building high-performing, adaptable teams. Ransomware Reality Checks: Lessons from Lewis’s book, Locked Up, on surviving a cyber crisis and coming out stronger. AI’s Educational Shift: Understanding how emerging tech is reshaping the classroom and the future job market. Combating Burnout: Practical approaches to sustaining a long-term career in a high-pressure industry. Whether you're looking for leadership strategies in tech or a firsthand account of surviving a ransomware attack, Lewis’s blueprint emphasizes that professional success is built on a foundation of authentic relationships. Listen now to discover why intellectual curiosity is the ultimate asset for the modern C-suite leader.

Explore the career journey of Johnny Austin as he bridges the gap between 90s tech culture and the future of AI and creativity. This episode offers a masterclass in professional development, focusing on the "human" skills that technology can’t replace. Key Insights Include: Building Authentic Relationships: Why professional networks are long-term investments. AI vs. Creativity: Navigating the impact of emerging tech on modern work. Energy Management: Strategies for sustaining performance in high-demand careers. Intentional Living: Finding wisdom through experience and mindful attention in a digital age. Whether you're looking for career advice for the next generation or tips on trusting your instincts, Austin’s blueprint for success emphasizes that mistakes are essential learning opportunities. Listen now to discover why genuine connection is the ultimate tool for leadership and advancement.

Discover the unconventional career path of Sue Newman, Senior Director of Human Resources at ATW. In this episode, we explore how Newman transitioned from law enforcement to HR leadership, applying tactical skills from the police force to the corporate boardroom. Key Topics Explored: Transferable Skills: How lessons in communication and building rapport from law enforcement translate to HR. Leadership Presence: Mastering the "power of presence" to navigate complex gender dynamics and executive leadership. Mindfulness & Wellbeing: Using mindfulness and scuba diving as tools for maintaining professional balance. Strategic Intentions: A blueprint for pursuing genuine happiness and setting intentional career goals. This conversation is a must-listen for those interested in career pivots, unconventional leadership backgrounds, and personal development. Learn why an unconventional resume can be your greatest asset in building a fulfilling career.

Uncover the journey of Richard Hernandez, a technology performance and benchmarking manager at Chevron Phillips. Trace his inspiring path, fueled by a deep commitment to connection, mentorship, and community. Discover powerful insights on the importance of building authentic relationships in a global work culture and the transformative power of storytelling. Learn the essential lessons of leadership gained from a career of learning, evolving, and giving back. Hernandez shares a blueprint for success built on the pillars of curiosity, the value of feedback, and the courage to transform failures into opportunities. This episode is essential listening for anyone ready to embrace lifelong learning, find their leadership voice, and build a career that truly makes a difference.

From farm to future: Gary Dunbar's journey of overcoming adversity and leading a massive team at NG North America. Trace his inspiring path from humble beginnings to a leadership role, fueled by resilience, curiosity, and the power of strategic questions. Gain powerful insights on the importance of personal growth, adapting to change, and building a team culture that thrives. Learn the importance of curiosity, asking the right questions, and transforming challenges into opportunities. Essential listening for anyone ready to embrace resilience, find their inner leader, and create a career that's built to last.

From IT to authentic impact: Tiffany Benitez shares her journey of breaking free from societal norms to build a career on her own terms. Trace her path from a successful IT career to discovering her true self and leaving a lasting legacy. Gain powerful insights on embracing authenticity, balancing passion with responsibility, and navigating the challenges women face in tech. Learn the importance of self-discovery, community support, and empowering the next generation of leaders. Essential listening for anyone ready to find their voice, own their worth, and create a career that's true to them.

Midland grit, tech leadership, and a dash of fun: How did Dusti Wofford become Global Head of Digital Strategy and Technology at CBRE? Trace her path from a strict upbringing to mastering a fast-paced, tech-driven world. Gain sharp insights on building resilient teams, leading with empathy and high expectations, and navigating generational shifts. Learn the power of mentorship, community, and balancing work identity with personal life. Essential listening for leaders cultivating growth, collaboration, and a champion's spirit.

New Orleans resilience, Jiu-Jitsu mindset: How did Renard Henry become a top IT leader? Follow his journey through Katrina's aftermath to Toyota Connected, shaped by mentorship and the mat. Gain sharp insights on inspiring teams, leading with presence, and spotting potential. Learn the power of genuine connection, career reflection, and evolving beyond management. Essential listening for leaders cultivating growth, collaboration, and a champion's spirit.

From the Bronx to tech leader: How did Fern Johnson forge her path? Hear her journey, driven by family work ethic and a passion for tech. Get vital lessons on empathetic leadership, two-way mentorship, and adapting in a changing world. Discover the power of diversity, resilience, and building your personal 'board of directors'. A must-listen for aspiring leaders, especially women in tech, navigating growth and connection.

How does a music lover conquer cybersecurity? JJ Widener shares his unexpected path, fueled by learning and mentorship, to a career protecting what matters. Get real insights on leadership, AI's impact, and the daily grind of well-being and presence. Discover the power of your community and rethink what you see. A must-hear for anyone forging their own way.

Micro-episode: John Crighton emphasizes that strong leadership fosters collaboration and healthy debate, not just consensus. He argues that conflict can lead to the best solutions, and that good leaders encourage diverse perspectives. Learn how to navigate disagreements and move forward with informed decisions.

Micro-episode: Team-Driven Decisions. John Crighton shares insights on empowering teams to make decisions, highlighting the importance of process and information. Discover how to shift from individual responsibility to collaborative outcomes.

Micro-episode: John Crighton shares a two-part insight: first, his simple yet powerful catchphrase, "Keep Up," reflecting a fast-paced leadership mindset. Then, a journey to the Prior Mountain Mustangs, illustrating how community action preserves a wild legacy. Discover how staying ahead and leading with dedication, whether on the highway or in the wilderness, defines impactful leadership.