Leadership Skills for Transitioning from Technical Roles to Management: Emotional Intelligence, Stress Management & Team Collaboration.

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“Psychological safety and accountability are two sides of the same coin.” – Jonathan Bennett
In this episode, Jason sits down with Jonathan Bennett, an executive coach and advisor with extensive experience helping leaders navigate transitions, manage stress, and foster team accountability. They explore the dynamics of leading oneself and others, emphasizing psychological safety, self-awareness, and work-life balance. Jonathan shares actionable strategies for building resilience, creating cohesive teams, and navigating the complexities of leadership in modern organizations.

This episode explores the challenges leaders face, particularly when moving from technical roles to management, and provides tools for fostering psychological safety, effective communication, and collaboration across generations.

Key Topics Discussed

Transitioning into Leadership

• The challenges technical experts face when promoted into leadership roles, often without formal training in leadership skills.
• The importance of developing self-awareness, emotional intelligence, and communication skills to effectively manage others.
• Strategies for avoiding common pitfalls, such as reverting to old technical tasks rather than embracing leadership responsibilities.

Managing Stress and Pressure

• How stress manifests differently in leaders transitioning into new roles versus those managing organizational change.
• Practical tools like role-playing and scripting to prepare for difficult conversations and maintain emotional regulation under pressure.
• The value of proactive preparation versus reactive crisis management when handling high-stress situations.

Work-Life Balance

• Defining work-life balance as a dynamic, personal, and evolving concept.
• Jonathan shares his personal story about the challenges of balancing professional demands with parenting responsibilities.
• Practical advice for setting boundaries, communicating expectations with family and colleagues, and embracing trade-offs to maintain harmony.

Psychological Safety and Accountability

• Creating environments where team members feel safe to share ideas, voice concerns, and take risks without fear of reprisal.
• Balancing psychological safety with accountability to ensure teams remain high-performing and productive.
• The role of generational diversity in fostering stronger teams, and how leaders can leverage the unique strengths of Gen Z, Millennials, and Gen X employees.

Contact:
LinkedIn: https://www.linkedin.com/in/bennettjonathan/
Website: https://clearlythen.com/
Bio:
He left an executive role at a large hospital to strike out on his own,
founding a management consulting firm. And, for 10 years, things were great. The company grew–became a B Corp and served hundreds of organizations. The problem was, he was unfulfilled.

After a successful exit in which he went through a management buyout of his company, Jonathan founded his coaching practice so that he could fulfill his purpose to create an intimate space for leaders who need to be listened to deeply.

Jonathan Bennett is an advisor and executive coac

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1. Leadership Skills for Transitioning from Technical Roles to Management: Emotional Intelligence, Stress Management & Team Collaboration. (00:00:00)

2. Introduction to Resilience (00:00:08)

3. Change Management and Business Strategy (00:00:43)

4. Meeting Marcus Haymaker (00:02:35)

5. Understanding Change in Business (00:03:20)

6. The Psychology of Change (00:05:40)

7. Community Resilience During Storms (00:09:51)

8. Personal Growth Through Adversity (00:12:46)

9. Embracing Uncomfortable Challenges (00:18:42)

10. The Role of Resilience in Leadership (00:21:02)

11. Summary of Key Insights (00:28:47)

12. Emotional Intelligence in Leadership (00:30:35)

13. Developing Emotional Intelligence Skills (00:34:47)

14. Learning from Failure (00:42:42)

15. Final Thoughts and Resources (00:51:22)