In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Mike Chaput, founder of nSight, an IT managed services company serving California and Hawaii. Mike shares the lessons learned from building a business from scratch, recovering from early setbacks, and leading hundreds of employees while staying grounded in his values.

We dive into how leaders can:
* Use vision and values as the operating system for execution
* Make company culture explicit and actionable
* Recognize and appreciate people in meaningful ways to increase purpose and engagement
* Balance self-awareness, humility, and confidence while steering a growing organization
* Leverage unconventional practices, like affirmation exercises, to sharpen focus and influence outcomes

Mike also reflects on the personal side of leadership how philosophy, meditation, and thinking beyond self-interest can improve decision-making and inspire followership.

He challenges the idea that leaders must have all the answers, instead suggesting that staying curious, reflective, and intentional is what drives sustainable growth.

This conversation is a reminder that great leadership isn’t about perfection it’s about creating alignment, empowering people, and thinking bigger than yourself.

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