Episodes
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In this episode, Jessy sits down with Caroline Ang Wright, a seasoned revenue leader known for blending operational rigor with people-first leadership. Caroline shares a powerful early lesson that reshaped her perspective: make yourself bigger, not the company. From there, the conversation explores what it really means to lead—creating the conditions for others to thrive rather than having all the answers.
She reflects on the discipline of staying curious, resisting the urge to dominate decisions, and empowering teams to think independently. Grounded in humility and growth, this episode offers a thoughtful take on leadership as an evolving practice rooted in trust, clarity, and shared ownership.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode, Ty sits down with Colleen Brown, corporate director and former public company CEO, to explore leadership in the face of complexity, disruption, and uncertainty. Drawing from early life experiences shaped by absence and responsibility, Colleen shares how leaders develop the capacity to act without clear answers.
The conversation challenges traditional views of governance, emphasizing the need for system-level thinking and adaptability in a rapidly evolving world. Colleen offers a bold perspective on decision-making, resilience, and the future of organizations, highlighting the critical role leaders play in navigating ambiguity while staying accountable for outcomes that are never fully predictable.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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Episodes manquant?
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In this episode, Jessy sits down with Dennis Czajkowski, a veteran operations leader, to unpack the unfiltered reality of leadership. With over 30 years of experience, Dennis shares hard-earned lessons on self-awareness, failure, and what it truly means to lead people, not just processes. He reflects on pivotal moments where leadership broke down, forcing him to step back and rebuild from the ground up.
From learning to defend himself without intimidation to knowing when to walk away, this conversation is raw and practical. A powerful listen for anyone stepping into leadership and realizing there’s no playbook—only growth, humility, and the willingness to learn.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode, Jessy sits down with Eugene Demaitre, Editorial Director at WTWH Media, to explore leadership in an era of constant change. Eugene shares how stepping off autopilot and embracing uncertainty shaped his career, from journalism to robotics and AI. He unpacks the balance between vision and adaptability, and why leaders must stay grounded while navigating rapid technological shifts.
From managing risk to staying human in an AI-driven world, Eugene offers a thoughtful perspective on leading through complexity. His message is clear: true leadership isn’t about control—it’s about awareness, agility, and helping others make sense of what’s changing.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode, Jessy sits down with Diana Langston, founder of Kind But Tough, to explore the powerful balance between empathy and accountability in leadership. Drawing from her experience scaling high-growth SaaS organizations, Diana shares how leaders unlock bold thinking and high performance by building trust, not fear.
The conversation dives into self-awareness, communication, and the importance of bringing others along the journey. Diana also addresses the growing anxiety around AI, emphasizing the irreplaceable value of human judgment, empathy, and voice. This episode is a compelling guide for leaders who want to build strong teams, navigate change, and lead with both heart and standards.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode, Jessy sits down with Chris Kowal, Global VP of GTM and Partnerships, to explore leadership through the lens of authenticity, energy, and self-discovery. Chris shares pivotal moments that reshaped his approach, from learning to cut through noise early in his career to stepping back during burnout to reconnect with purpose.
The conversation dives into vulnerability as a leadership strength, the importance of focusing on what truly matters, and the responsibility leaders have to reduce fear in today’s high-pressure environment. This episode is a powerful reminder that true leadership begins within—and that clarity, balance, and impact follow when you lead from your core.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode, Ty sits down with Shelly Mahon, Vice President of Marketing, to explore leadership through one of life’s most demanding seasons. From career reinvention to personal loss, Shelly shares how challenge became a catalyst for clarity, growth, and deeper alignment.
The conversation unpacks what it means to lead with humility, curiosity, and humanity in high-stakes environments, while navigating rapid change and uncertainty. Shelly offers a powerful perspective on risk, resilience, and the courage to start over—reminding us that true leadership isn’t about having it all figured out, but about showing up fully, especially when life demands something new.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Chelsea Starley, a sales leader known for her human-centered approach to business and leadership. Chelsea shares how positivity, vulnerability, and authentic connection have shaped her journey across industries. She opens up about imposter syndrome, the challenge of setting boundaries, and the ongoing work of believing in her own leadership.
The conversation explores self-reflection, mentorship, and the power of engaging with others in meaningful ways. Chelsea’s perspective is clear: leadership isn’t about perfection. It’s about showing up as yourself, lifting others, and creating impact through genuine human connection.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Aaron Leeder, a business development leader known for building high-impact partnerships and thriving executive communities. Aaron shares how leadership is shaped through small, consistent decisions that form powerful patterns over time. He opens up about navigating ego, losing a seat at the leadership table, and redefining what it means to lead without a title.
The conversation explores ownership, expectation setting, and the discipline of following through. Grounded and practical, this episode offers a clear reminder that leadership isn’t about position. It’s about consistency, trust, and doing what you said you would do.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Allison Rona, a product marketing leader known for scaling growth-stage companies through sharp strategy and strong execution. Allison shares how early leadership experiences shaped her people-first approach, emphasizing psychological safety and authentic connection. She opens up about finding her voice in high-stakes meetings, overcoming self-doubt, and the discipline of “having the meeting in the meeting.”
The conversation explores confidence, mentorship, and why leadership starts long before a title is given. A practical and relatable look at what it takes to show up, speak up, and lead with intention.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Nathan Ives, a veteran executive leader with decades of experience across consulting, technology, and operations. Nathan shares how early mentorship in the Navy shaped his belief in ownership, accountability, and high standards. He reflects on losing and reclaiming his leadership edge, the role of coaching in overcoming fear, and why true leadership requires both direction and boundaries.
The conversation explores leading in a disconnected, digital world, empowering teams to take responsibility, and the often-overlooked skill of saying no. A grounded, practical look at leadership that is both disciplined and deeply human.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Leah Gray, founder of a fractional CFO firm, to explore leadership in high-pressure environments. Leah shares how early experiences shaped her belief that mistakes should be used for growth, not punishment. She reflects on learning to push back on unrealistic expectations, prioritize people over deadlines, and lead with calm under pressure.
The conversation dives into mentorship, training the next generation of leaders, and developing a personal leadership style over time. Leah offers a grounded perspective on leading with clarity, patience, and intention in complex, fast-moving business environments.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Alex Palomares, a digital transformation and AI leader, to explore the real shift from technical expertise to human-centered leadership. Alex shares how letting go of perfection, embracing vulnerability, and trusting his team transformed the way he leads.
The conversation dives into the pressure leaders place on themselves, the struggle for patience, and the importance of investing in people over control. Alex offers a grounded perspective on leadership in a fast-changing world, reminding us that great leaders don’t have all the answers—they create the space for others to rise.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Kevin Garabedian, VP of Business Development and Marketing, to unpack what it really takes to build high-performing teams that scale. Kevin shares how great leadership isn’t about having all the answers, but about creating systems, developing people, and trusting the process. He reflects on the shift from chasing results to investing in culture, growth, and long-term success.
The conversation dives into blind spots, balance, and the pressure leaders face today—and why putting people first isn’t soft, it’s strategic. A practical and grounded take on leadership that actually works.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Jessy James sits down with Nicolette Stepakoff, VP of AI Change and Enablement, to explore what it really takes to lead in an AI-driven world. Nicolette shares how great leaders create the conditions for others to thrive by letting go of control and building trust. She opens up about the moments that forced her to stop proving her value and start choosing environments that recognize it.
The conversation dives into the overlooked truth behind AI transformation: technology doesn’t fail—adoption does. A powerful discussion on self-awareness, leadership, and the human side of change.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Ty Hammond sits down with Bryan Walley, CEO and Co-Founder of Forward Inheritance. Bryan shares how early family expectations shaped his commitment to leadership and how true leadership ultimately means creating new leaders, not just gaining followers. He opens up about a deeply challenging period marked by personal and professional loss, and the lessons that reshaped his identity beyond titles and roles.
The conversation explores balancing “greatness and goodness,” building teams that thrive, and leading in a rapidly changing AI-driven world. At the heart of it all is a simple but powerful question: how do you help?
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Ty Hammond sits down with Sanjeev Sastry, VP at Workday and a leader known for bridging strategy, technology, and execution. Sanjeev shares how deliberate career pivots across industries and functions shaped his leadership philosophy, rooted in integrity, selflessness, and trust. He explores the importance of human connection in an increasingly transactional world and the discipline of seeking and applying feedback for growth.
The conversation also dives into one of today’s biggest challenges: how leaders stay relevant in an AI-driven future. Sanjeev offers a grounded perspective on where human value still matters most—and how to grow into it.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, Ty Hammond sits down with Adam Tuttle, RevOps and go-to-market leader at ActiveCampaign. Adam shares lessons from his 13-year journey helping scale the company from employee number nine to more than 1,000 team members globally. The conversation explores integrity, trust, and the pivotal leadership moments that shape how leaders grow.
Adam reflects on a defining experience that changed the way he communicates decisions, the importance of explaining “why,” and the role of reflection in leadership development. He also discusses leading with humility, learning through challenges, and the responsibility leaders carry to serve both their teams and their families.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, host Justin Houchin sits down with Andrew Tunnell, Vice President of AI at CompuGroup Medical US. Andrew shares how early experiences working alongside his entrepreneurial father shaped his work ethic and leadership mindset.
The conversation explores humility in leadership, why great leaders take on the hardest jobs for their teams, and the importance of pushing both yourself and others beyond their comfort zones. Andrew also discusses navigating “wartime” leadership moments when plans fall apart and uncertainty takes over. For Andrew, the path to growth is simple but powerful: embrace the unknown, take risks, and invest deeply in developing the people around you.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
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In this episode of the True Leadership Podcast, host Jessy James sits down with Brittney Bahre, Senior Director of Talent Acquisition at E2 Optics. Brittney reflects on the experiences that shaped her leadership philosophy, including early negative leadership examples that clarified the kind of leader she wanted to become. She shares insights on leading by example, supporting teams through rapid growth, and balancing professional ambition with family priorities.
The conversation explores patience, empathy, and the importance of continuous learning as a leader. Brittney also emphasizes a powerful principle: great leaders don’t need all the answers—they build strong teams by hiring people who bring new ideas and perspectives.
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If you’d like support navigating your current leadership challenge, you can book a True Leadership Conversation with Ty here: https://calendly.com/onemountain/25-minute-clarity-call
You can also learn more about the True Leadership Approach at: https://www.onemountainleadership.com/testimonials
- Montre plus
