S5:E16 "Moments that Matter" Timeout with Carlton Dossman

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.