In The Trenches Building Better CEOs: Lessons From a Veteran Executive Coach
Sep 18, 2025
Sherman Black, a seasoned CEO coach with extensive leadership experience, shares valuable insights on the world of coaching for small and mid-sized enterprises. He debunks misconceptions about what coaches really do and explains when to hire one. The conversation dives into evaluating the ROI of coaching and the importance of a coach's relevant experience. Sherman also offers practical tips for managing relationships with boards and assessing team dynamics, along with advice on operating systems that can streamline business processes.
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From Seagate Exec To CEO Coach
- Sherman spent 20+ years at Seagate rising into commercial leadership and later ran multiple CEOs roles including turnarounds.
- He transitioned into coaching after exits and now focuses on CEO advisory for search-fund and SME leaders.
Coaching Is Multifaceted
- CEO coaching spans career, business, org and personal performance work depending on needs.
- Sherman blends CEO advisory, executive coaching, org design and business coaching for small/mid companies.
When To Bring In A Coach
- Hire a coach when you feel burned out, reactive, or the business is outstripping your leadership.
- Also hire when the leadership team lacks the skills to scale or accountability and culture are weak.
