Executive Coaching: Cases, Frameworks & Ideas
11 posts tagged “Executive Coaching”
Notes from my work coaching startup founders, CEOs, and technology leaders. These essays explore real leadership problems: when to pivot, how to delegate, founder burnout, difficult employees, executive transitions, conflict, accountability, and the decisions that become harder as organizations grow. Many draw from anonymized coaching conversations alongside lessons from my own experience as a founder and executive.
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The Identity Shift After Selling Your Company
What selling Reaction Commerce taught me about identity, grief, relief, and learning to lead inside a company I no longer owned.
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Flexing our Feedback Muscles
On practicing feedback before the stakes get high, learning to be specific, and checking that what we mean is what the other person hears.
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Accountability Needs Friction
A stalled website project, an AI that's happy to agree with me, and why accountability sometimes starts with the question I'd rather not answer.
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Openings for Individual Coaching
A few openings for 1:1 coaching for founders and leaders, with space for honest reflection, real accountability, and work on the patterns underneath the problem.
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Managers Aren't the Overhead. They're the Point.
AI makes good management more important: building trust, coaching people through change, and turning faster output into meaningful outcomes.
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The Lies We Tell by Leaving Things Out
On the truths we leave unsaid, the fears behind them, and the small acts of openness that help trust deepen.
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When to Hold and When to Fold
A coaching framework for founders deciding whether to pivot or hold steady — separating mission from approach, and turning gut calls into testable hypotheses.
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Burnout
On coaching a burned-out founder and drawing from my own experience recovering from CEO burnout, including hiring help, delegating, and getting a coach.
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Dealing With Challenging Employees
A real, anonymized coaching session using the GROW framework to help a VP of Engineering address a disrespectful, challenging employee.
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I’m a Coach for Slauson & Co.’s Friends & Family Accelerator
I became a coach for Slauson & Co.'s Friends & Family accelerator, a program supporting a strikingly diverse cohort of founders, and why it changed my mind about venture capital.
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My Wander Exercise
A coach-suggested 'wander' exercise for processing a period of life by talking out loud to a chosen spot in nature.
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