#289: Why Leadership Can Feel Lonely & How to Avoid Burnout During Transitions

This week on The TRU Leader Podcast, we’re joined by special guest Jonathan Bennett, a former management consultant from Ontario, reflects on his transition after selling his company, which served non-profit and public sector organizations. While vacationing in Dublin, he realized the need to plan for his future, leading to a management buyout and his new role as an adviser and executive coach. He highlights the loneliness leaders often face and the importance of external trusted advisors who offer unbiased perspectives and honest feedback. Jonathan emphasizes the value of deep relationships with clients and the necessity of an independent voice to uncover overlooked issues. He also discusses the creation of psychologically safe workplaces where employees feel empowered to express themselves, fostering engagement and innovation.

Jonathan addresses the emotional challenges founders face during mergers and acquisitions, likening the experience to grief, and stresses the need to support both founders and employees through the transition. He advises against making promises about preserving company culture post-acquisition, as changes are inevitable. He also emphasizes authenticity and integrity in business, recommending that companies attract clients who align with their values, while avoiding over-promotion. Recognizing misalignment early in client relationships and valuing referrals are key strategies he suggests for building lasting goodwill.

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In this podcast, business leaders navigate the challenges of high-pressure jobs, tackling burnout, micromanagement, and decision fatigue while honing emotional intelligence, communication skills, and problem-solving abilities to strengthen their leadership identity. Through discussions on leadership development, stress management, conflict resolution, and time management, listeners gain insights into achieving work-life balance, overcoming the struggles of being overworked, and fostering personal growth in the ever-evolving workplace.