#18 Pebbles in the Pond with Dave Pennington episode artwork

EPISODE · Nov 26, 2025 · 47 MIN

#18 Pebbles in the Pond with Dave Pennington

from The Learning To Lead Show with Mark J. Cundiff · host Mark Cundiff

Pebbles in the Pond: Coaching Leaders Who Multiply Impact Across Their Organizations with Dave PenningtonIn 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 Dave00:13 Dave's Leadership Journey01:47 Challenges of Leading Volunteers03:47 Effective Communication Strategies07:08 Transition to School Leadership08:40 Leadership Styles and Influence11:49 Developing Future Leaders13:44 Addressing Leadership Discouragement15:04 Aligning Roles with Strengths18:38 The Value of Coaching22:01 Delegation and Leadership Growth23:12 Valuation and Selling Your Business24:05 Coaching Leaders for Business Value26:16 Succession Planning and Leadership Development29:29 Characteristics of Great Leaders31:30 Developing and Retaining Talent34:16 Personal Development and Learning40:41 Connecting with Dave and His ServicesConnect with Dave Pennington:[email protected]'s Free ResourcesFree Learning To Lead ResourcesFree Book: The Trust GapThe Learning To Lead NewsletterLeaderNotes🔎 About LeaderNotesLeaderNotes 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.Contact Mark at: [email protected]

Episode metadata supplied by the publisher feed · Published Nov 26, 2025

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Pebbles in the Pond: Coaching Leaders Who Multiply Impact Across Their Organizations with Dave Pennington 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 ...

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#18 Pebbles in the Pond with Dave Pennington

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This episode was published on November 26, 2025.

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