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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this insightful conversation, host Mark sits down with Dave to discuss his extensive leadership journey spanning pastoral ministry, private education, and business coaching.
Dave elaborates on the challenges and strategies involved in leading volunteers in nonprofit settings, emphasizing the importance of vision, communication, and relationship building.
He also shares his experiences transforming small businesses by aligning roles with individual strengths and discusses the value of clear expectations, timely feedback, and structured accountability in effective leadership.
The discussion extends to the intricacies of succession planning and the role of coaching in providing much-needed external perspectives for business and nonprofit leaders.
Dave provides real-life examples of how restructuring roles and developing complementary dream teams can significantly enhance organizational success. The conversation wraps up with a focus on continuous learning and the significance of personal and professional growth for leaders.
00:00 Introduction and Welcoming Dave
00:13 Dave's Leadership Journey
01:47 Challenges of Leading Volunteers
03:47 Effective Communication Strategies
07:08 Transition to School Leadership
08:40 Leadership Styles and Influence
11:49 Developing Future Leaders
13:44 Addressing Leadership Discouragement
15:04 Aligning Roles with Strengths
18:38 The Value of Coaching
22:01 Delegation and Leadership Growth
23:12 Valuation and Selling Your Business
24:05 Coaching Leaders for Business Value
26:16 Succession Planning and Leadership Development
29:29 Characteristics of Great Leaders
31:30 Developing and Retaining Talent
34:16 Personal Development and Learning
40:41 Connecting with Dave and His Services
Connect with Dave Pennington's:
Free Learning To Lead Resources
🔎 About LeaderNotes
LeaderNotes is a quick-hit companion to each episode of The Learning to Lead Show. In just 5–10 minutes, Mark Cundiff recaps the top leadership insights, frameworks, and action steps from each interview, designed for busy, growth-minded leaders who want to review and apply the episode’s biggest takeaways on the go.
It’s like the highlight reel + playbook—all in one.
Download This Episode's Leadernotes Here: LeaderNotes
Contact Mark at: [email protected]
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