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
The Coach You Cannot Hire. The Speaker Your Audience Will Never Forget.
Shawn Shepheard's private coaching is full and invite-only. But for 45 minutes on your stage, your audience gets everything.
I have spent 26 years coaching family business owners across North America. The ones who built something real and want to keep growing without working 24/7.
My coaching practice is full. It runs by referral and invitation only.
But when I step onto a stage I bring every one of those 26 years with me. The client stories. The hard lessons. The frameworks that actually work in the real world.
Your audience does not need another keynote speaker with a polished deck and a generic message.
They need someone who has been in the room with people just like them. Someone who tells the truth. Someone they will still be talking about on the drive home.
That is what I do.
Trusted by leaders across North America
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What Event Organizers Say
“If remarkable is the word you want people to use to describe your event look no further than Shawn Shepheard.”
— Elizabeth Marshall, Co-Founder, Book Breakthrough NYC
“One of our highest rated speakers. He tailored everything to our audience.”
— Cheryl Higley, Snow and Ice Management Association
“Highest rated presenter of the year.”
— LinkedIn
What Your Audience Get
When you book Shawn your audience gets:
- A session that feels like a coaching conversation not a keynote.
- Frameworks they can use on Monday morning not just inspiration that fades by Friday.
- Stories from 26 years of working with real business owners in real situations.
- One clear action step every single person leaves with.
- A room that is still talking about it weeks later.
Who Shawn Speaks For
Shawn speaks for a limited number of events each year.
He is the right fit if your audience includes:
- Family business owners and their leadership teams.
- Trades and construction industry leaders.
- Peer groups and association members.
- Sales teams and leadership conferences.
He is not the right fit if you are looking for a generic motivational speaker with a canned
presentation.
Every session is built around your room. Your audience. Your outcomes.
The Coach Behind the Speaker
My coaching practice is full.
I work with a small number of family business owners at a time by referral and invitation only. I have been doing this for 26 years, and I am not taking on new private clients right now.
But here is what that means for you as an event organizer.
When you book me to speak, your audience gets access to the same thinking, the same frameworks, and the same straight talk that my private clients pay for every single month.
For 45 minutes, your audience gets the coach they cannot hire.
That is a pretty good deal.
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.
“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
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
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
