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Entrepreneurship with Heart: The Discipline, Hustle & Philanthropy Behind 25 Years of Growth | Winn Claybaugh | Dean and Co-Founder of Paul Mitchell Schools | Podcast Host, MASTERS
Description
What does it look like to build a business with heart over 25 years — not just success on paper, but a legacy rooted in people, purpose, and service?
In this powerful conversation, Winn Claybaugh (author, speaker, and co-founder of Paul Mitchell Schools) shares what it means to lead with generosity, stay grounded in discipline, and build a culture where kindness is non-negotiable. From mentorship to brand stewardship to showing up for your team long before you ask anything of them, Winn breaks down why sustainable entrepreneurship starts with character, not ego.
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KEY TAKEAWAYS:
🔅Lead by serving first – Make deposits into people before you expect performance. Service builds trust, trust builds influence.
🔅Create culture through behavior, not slogans – Culture is what you consistently model, not what you print on a wall.
🔅Kindness should be operational, not accidental – Build it into how you onboard, give feedback, celebrate wins, and repair mistakes.
🔅Schedule your discipline – The “unseen” habits (training, reflection, preparation) are what create longevity, not the public moments.
🔅Mentor early and often – You don’t have to be “finished” to lift others; lead from exactly where you are.
🔅Build people before you build a brand – When your team grows, your business grows with them — not the other way around.
🔅The spotlight isn’t where success is built - Longevity comes from discipline — the quiet, consistent work you do when nobody is watching.
🔅Mentorship multiplies impact - Legacy isn’t what you build — it’s who you build.
RELATED LINKS
👉Follow Winn on Instagram, Facebook, and Twitter/X
👀Check out his website - www.winnclaybaugh.com
Listen to Winn's podcast, MASTERS - www.mastersbywinnclaybaugh.com
📺YouTube channel: www.youtube.com/winnclaybaugh
📚Learn more about Paul Mitchell Schools - www.paulmitchell.edu
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