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Everyone has a story worth telling—and one we can all learn from.
Behind every title is a human story.
Timeout with Leaders goes beyond job titles and LinkedIn bios to explore the crooked mile of leadership: the messy, meaningful journey of becoming. From CEOs and Presidents to Executive Directors and visionaries, each guest shares their real story: the setbacks, turning points, and inner battles that shaped how they lead with greater clarity, courage, and compassion.
This isn’t just a leadership podcast. It’s a space for honest inner reflection and growth, the kind that fuels the most impactful leadership.
Through fun, raw, and enlightening conversations, we invite you to rethink what leadership really means, starting with yourself.
Whether you're leading teams or simply leading your own life, take a timeout.
Episodes
Thursday Mar 26, 2026
Thursday Mar 26, 2026
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.
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