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She turns complex problems into clear, actionable solutions.
Family Business · Corporate · Speaking
I fix what's breaking the business — even when it's sitting across the table.
For founders, family enterprise and leadership teams navigating decisions and what happens next
From boardrooms to boutiques, the world's founders trust us
Trusted by
Tier 1 · Corporate & Brand Clients
Tier 2 · Featured For & Worked With · Media & Publishing
Universities & MBA Programs
Columbia
NYU
Syracuse
Drexel
Villanova
Queens College, CUNY
Mercy
Plus speaking engagements with YPO, EO, Family Business Magazine, Exit Planning Institute, and the top Wall Street wirehouses.
About Sider Road
Sider Road is itself
a family business.
Jocelyn runs the practice alongside her daughter Jade Herz, making her one of the few advisors who lives the model she teaches every day.
Where You Fit
Three paths. One question:
what's actually at stake?
Family Business
Something real is at risk in your family or business
Succession, family fracture, generational transition. You've built something — now it needs to outlast you.
- Succession planning underway
- Generational conflict or tension
- Roles and relationships blurring
- Legacy is the conversation
Masterminds
You need a serious peer group, not a support group
Private environments for leaders navigating complexity. Real situations. Real perspectives you can't get elsewhere.
- Hit a ceiling — can't talk to your board
- Want peers who understand real stakes
- Need structure, not just community
- Serious about what's next
Advisory / Interim / Fractional CEO
The stakes are high and you need someone in the room
Reputation risk. Leadership continuity. A transition that can't fail. This is when you stop Googling and start calling.
- Leadership gap or sudden transition
- Reputation or succession on the line
- Decision carries real consequence
- You need truth, not validation
Family Business
You built something real.
Let's make sure it outlasts you.
Navigating succession, managing family dynamics, keeping everyone at the table — and knowing when the person blocking progress is someone you love. We've been doing this for over 40 years. We've seen it all. We'll tell you the truth.
When family and business overlap, the cost of getting it wrong isn't just financial. We work at the intersection of both.
Start a Conversation →Masterminds
Private peer groups for leaders
navigating real complexity.
These are not networking groups. They are not support circles. Each mastermind is a structured, high-accountability environment where serious leaders bring their actual situations and leave with clarity, not comfort.
You either belong here or you don't. That's intentional.
"The people in the room understand what you're actually dealing with. That changes everything about the conversation."
Family Enterprise
Mastermind : Family Leadership & Legacy
For family business owners navigating succession, generational dynamics, and the weight of legacy. Clarity over chaos.
Learn more →Women in Business
Mastermind : Women in Business
For women leading family enterprises. The hard conversations. The smart questions. The next move.
Learn more →Founders & CEOs
Mastermind : The Scale CEO
For founders and CEOs who've hit a ceiling. Decision fatigue. Founder dependency. What's actually next.
Learn more →Advisory & Interim / Fractional CEO
When the decision carries
real consequence.
This is not coaching. This is not a workshop. This is what you do when leadership continuity, succession, or reputation is actually on the line — and you need someone who will tell you the truth and stay until the work is done.
- Succession risk or leadership gap
- Family fracture threatening the business
- Reputation damage or crisis navigation
- Transition that cannot fail
- You need someone in the room, not on a Zoom
Interim / Fractional CEO
Leadership continuity during critical transitions. Jocelyn steps in with authority, accountability, and no political agenda.
Learn about Interim / Fractional CEO →Family Business Intensive (On-Site)
We come to you. Immersive, built around your specific situation. For families and leadership teams that need resolution, not a retreat.
Learn about the Intensive →1:1 Strategy Hour
The truth, with a plan attached. One focused hour. One clear next move. No agenda except yours.
Book a Strategy Hour →Keynote Speaker
Book Jocelyn for
your event.
"Jocelyn doesn't deliver presentations — she changes how rooms think. People leave with a different operating system."
Drawn from 40 years in boardrooms, family businesses, and executive suites. Keynotes, corporate stages, MBA programs, and private conferences.
Charisma: Strategy, Not Magic Signature
Generational Dynamics Corporate
Family Business Advantage Family Biz
Business Reputation RX Leadership
Past stages: Viacom · Kraft · EY · NYU · Columbia · Drexel · Villanova · Engel & Völkers
The Story Behind the Name
Why this business is named after
a farm road in Canada.
Jocelyn spent summers on a multigenerational Mennonite farm called Sider Road — run by Emma, the family's beloved housekeeper. Emma held an entire family's life and livelihood together with no title, no fanfare, and no ask for credit.
"The most important work is never the loudest."
Emma never gave a keynote. She led anyway — completely, quietly, without ever needing the room to notice. Those summers are why Jocelyn sees every client not as an engagement, but as a legacy in progress.
Client Voices
Real results.
Real voices.
"She turns complex problems into clear, actionable solutions. Instantly."
Zoe Hoare
Founder
"One of the best presentations I've ever seen — clear, actionable, and memorable. It changed how I think about communication."
Thomas Dean
Founder, Relentless Value
"She brings structure and objectivity to complex family business dynamics. Invaluable when the stakes are real."
Dr. Robert Rioseco
CEO,Zen Dentist
"Sider Road is a Change Agent. She re-constituted our support staff, reworked all workflow, and gave us a clear structure."
Dean Steinman
CEO, Presentation Multimedia
"I've been working with Jocelyn for almost 20 years. Her ability to implement a roadmap have been instrumental in achieving success."
Stuart Brownstein
President, Colin Cowie
"Her insight is laser-point accurate to the realities of the work environment, and her delivery was keenly in touch with our wide demographics."
Ann Wilson
Booking Client, Drexel University
Ready?
Stop overthinking.
Start calling.
You already know you need this. The only question is when.
Client Testimonials
Real results.
Real voices.
From boardrooms to boutiques — here's what leaders say after working with Jocelyn.
If you're looking to elevate your business — you've got to call Jocelyn.
One of the best presentations I've ever seen — clear, actionable, and memorable.
She brings structure and objectivity to complex family business dynamics.
I became more efficient, more effective — people started coming to me.
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