The Family-Business Speaker Your Audience Will Actually Remember​

26 years coaching family business leaders. Real change that sticks long after the applause.

Coach • Speaker • Author.

Trusted by leaders across North America

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    Watch Shawn in Action

    Ready to Talk About Your Event?

    “Highest-rated presenter”

    Snow & Ice Management Association

    “Nothing short of amazing. Shawn made our entire audience feel special.”

    Elizabeth, Co-Founder, Book Breakthrough NYC

    “Doubled our profit margin in two years”

    Charlie, Business Owner

    Keynote Speaking & Intensives

    Keynote

    Stop Stepping In Stupid

    Overview:

    Most businesses do not fail because of bad luck. They fail because the same mistakes keep happening, and nobody says anything. This keynote calls out the patterns that are quietly costing your business money, time, and good people, and gives your team a clear way to break them for good.

    Who it’s for:

    Family business owners, leadership teams, and organizations ready to stop repeating the same mistakes and start growing with confidence.

    Participants walk away with:

    • A clear framework to avoid business-killing mistakes
    • Practical tools to implement immediately
    • A conversation starter they can bring back to their team on Monday morning

    Keynote

    The Performance Advantage

    Overview:

    Busy is not the same as productive. This keynote breaks down the daily habits and systems that top performers use to get real results without longer hours. No theory. No fluff. Just routines that work when you actually use them.

    Who it’s for:

    Business leaders and teams who want to move from busy to high-performing and create a culture of daily execution.

    Participants walk away with:

    • The C4 Performance System for championship execution
    • Strategies to focus and execute in a distracted world
    • Routines that drive results long after the event

    Want Something Deeper Than a Keynote?

    Intensive

    The Performance Advantage

    Overview:

    A hands-on, half-day session (virtual or in person) where Shawn works directly with your team to build high-performance routines, align on priorities, and create a game plan you can execute right away.

    Who it’s for:

    Growth-minded teams and leaders ready to go beyond inspiration and build real momentum.

    Participants walk away with:

    • A customized action plan
    • Simple, repeatable routines for daily execution
    • Clarity on what matters most and how to make it happen

    Ready to Book Shawn for Your Next Event?

    Reach out directly and let us know about your event, your audience, and what you are hoping people
    walk away with. Shawn tailors every session to the room.

    What Participants are saying​

    I had the privilege of hiring Shawn to coach my team here at LinkedIn and it was very successful. He received the highest NPS score of the year. Shawn offers a unique perspective and brings content to the table in a way that is both engaging and easy to replicate. I’ve also had the opportunity to work with Shawn outside of my current role and will continue to do so into the future.

    Perry Monaco
    Manager of Customer Success

    Slide 1

    Shawn was one of our highest-rated presenters. He was great to work with – tailored his presentation to our audience. Always positive and upbeat in our time of working together. I look forward to working with him again!

    Cheryl Higley
    Director of Education and Content Snow & Ice Management Association

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    About Shawn

    Shawn Shepheard is the speaker family business owners actually remember.

    He spent 26 years coaching family business leaders across North America. Before that, he built his own business from scratch. He produced the number one Type 1 diabetes online show in the world, secured sponsorships from Johnson and Johnson, and appeared on Success TV in New York City alongside Stephen Covey and Richard Branson.

    He does not just coach business. He has built one.

    Today Shawn delivers keynotes and intensives that give family business owners and their teams something they can use on Monday morning. He is the author of Stop Stepping in Stupid, host of the Stop Stepping in Stupid podcast, and is based just outside Toronto.

    Helping Family-Owned Businesses Grow Without Working 24/7