How Top Leaders Overcome Loneliness in Leadership

In the latest episode of the "It's Lonely at the Top" podcast, host Nancy MacKay, alongside guests Dana Filippetto and Mike Joseph, discuss the challenges of leadership and the importance of building a supportive community. Their candid discussion reveals practical strategies for overcoming the isolation that often accompanies high-level positions.

Mike Joseph is a big-picture individual who loves connecting with people. Working with CEO’s and executive teams to develop short and long-term strategies, he has a broad network of contacts in and out of multiple industries- both local and international. Over the past 20 years, Mike has built, owned and operated over 25 hospitality-related businesses. His expertise lies in mid-size entrepreneurial firms with a focus on growth, leadership, and building world-class cultures. Mike is authentic, dynamic, comedic, and intuitive – also impatient, impulsive, and self-deprecating. Self-awareness is front and center. Accountable and organized. Public speaker, avid student, and always looking to find a better way. In his free time, Mike enjoys travelling to interesting new places, cooking for friends and family, drinking red wine, and smoking the occasional Cuban cigar.

Dania Filippetto is the founder and owner of a multi-location RV dealership and brings over three decades of experience in the RV and automotive industry. As the only woman founder and owner of an RV dealership in Canada, she has built and led teams across sales, finance, service, and operations in an environment where the responsibility — and the risk — ultimately stops with her. Known for her direct leadership style and focus on accountability, Dania has spent years turning complex, high-pressure operations into structured, sustainable businesses. She understands firsthand the isolation that comes with leadership — making difficult decisions, carrying financial and people risk, and navigating challenges few others see. Outside of work, Dania is a mother of twin boys, balancing the demands of leadership with family life, and openly acknowledges the personal weight that comes with being “at the top.”

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