- Family Business · Speaking · Consulting
We fix what's breaking the business - even when what's breaking it is sitting across the table from you.
For leaders navigating complexity, not looking for motivation.
MBA
Simon & Schuster author
CNBC · CNN · FOX News
Adjunct Professor
40+ years in practice
40+
years in practice
From boardrooms to boutiques, the world's founders trust us
★ Speaking (elevated, with dedicated homepage presence)
You built something real.
Now let's make sure it outlasts you.
Whether you're navigating succession, managing family dynamics, or trying to keep everyone at the table — Sider Road has worked with family businesses like yours for over 40 years. We've seen it all. We'll tell you the truth.
For family business owners & leaders
For women in family enterprise
For men navigating family enterprise
Intensive, immersive, built around you
Your clients trust you with their wealth. Trust us with their business.
Financial advisors, estate planners, CPAs, attorneys, and EPI members regularly bring Sider Road in when a client's family business needs strategic or operational clarity. We make you look good — and we always send them back to you.
Referrals, introductions & co-advisory
Strategy, succession & operational clarity
Let's talk about a specific client situation
Your team doesn't need another training day.
They need this one.
Jocelyn has spoken at Viacom, Kraft, EY, and hundreds of conferences and universities. Her sessions are known for one thing: people actually change how they work afterward. No slides-and-coffee. Real tools, real shifts, real results.
Conferences, off-sites & all-hands
Charisma, generational dynamics, office politics
Corporate & university programs
Built around your team and industry
- Keynote Speaker
Book Jocelyn for your event
Jocelyn doesn't deliver presentations — she changes how rooms think. Keynotes, conferences, corporate stages, and MBA programs. Drawn from 40 years in boardrooms, family businesses, and executive suites.
- Past stages include
Corporate
Corporate
Corporate
University / MBA
University / MBA
University / MBA
University / MBA
Conference
- Featured on
CNBC
CNN
FOX News
WSJ
HBO
- Signature topics
Charisma: Strategy, Not Magic
Generational Dynamics
Generational Dynamics
Family Business Advantage
Business Reputation RX
Bio · topics · fee range · video reel
- For Organizations
Bring a Masterclass to your team
Structured multi-session programs your company or university licenses and delivers to its people. These go deeper than a keynote — they change how teams operate. Available for corporate L&D, MBA programs, and executive cohorts.
- Flagship programs
Presence & executive influence
Business Reputation RX
Multigenerational workforce fluency
The full MBA playbook
Pitch yourself & your company
Office Politics: The Inside Rules
15+ masterclasses available for teams & universities
- Keynote Speaker · Corporate · Universities · Conferences
Masterminds & Masterclasses
Whether you need a peer group, a deep-dive learning experience, or hands-on consulting — we have a structure that fits where you are right now.
- Masterminds
Family Leadership & Legacy Mastermind →
Family businesses don't fail from lack of effort — they fail from chaos. Confusion turns to clarity here.
Women Leading the Family Business →
Learn how to ask the smart questions that move the business — and your voice — forward.
Men Leading the Family Business →
For men who work with family — and still want to stay on speaking terms.
The Scale CEO Mastermind →
For founders and CEOs who've hit a ceiling.
- Masterclasses
Charisma: Strategy, Not Magic →
Average leaders talk. Winning leaders captivate. Charisma can be learned.
Business Reputation RX →
Diagnose your risks. Prescribe the fixes. Protect your most valuable asset.
Generational Dynamics Boot Camp →
Learn to speak fluently across six generations.
Tell Me About Yourself →
Own the room every time you speak.
- Consulting & Advisory
1:1 Strategy Hour →
The truth, with a plan attached.
Family Business Retreat (On-Site) →
We come to you. Intensive, immersive, built around your situation.
Interim CEO →
Leadership continuity during transition.
Custom Trainings & Workshops →
Tailored to your team, your industry, your challenges.
★ Origin Story (The Sider Road Story)
- The Story Behind the Name
Booking a keynote speaker who actually moves the room?
Growing up, I spent summers on a Mennonite farm in Canada called Sider Road — the multigenerational home of Emma, our family's beloved housekeeper. She ran her family's life and livelihood with no fanfare, no pretension. Just deep integrity, quiet strength, and an extraordinary work ethic.
Those summers shaped how I see every family business I work with: not as a client engagement, but as a legacy in progress. Emma showed me that the most important work is never the loudest.
That's the Sider Road story — and it's why this business carries her name.
- Situations We Help Solve
Recognize any of these?
We work where complexity lives — at the intersection of family, leadership, and growth.
Founders & Executives
Decision bottlenecks. Executive misalignment. Founder dependency. Everything routes through you — and it's slowing everything down.
Family Businesses
Succession planning. Generational transition. Role definition. When relationships and responsibilities begin to blur.
Growing Companies
Value protection. Operational readiness. Leadership continuity. When the business must function independently of its current leadership.
