The Family Business Playbook · Sider Road
Stop running your family business
on handshakes.
Everything that should be written down — professionally drafted frameworks, designed to be adapted by your local attorney.
- In practice since 1985
- Family business 20+ years
- Published Simon & Schuster
- Clients EY · PwC · NYU
Path 1 — The Playbook
Nine frameworks. Everything that should be written down.
Professionally drafted starting-point frameworks built from 40+ years of real family business work. Instantly editable in Word and PDF, designed to be finalized with your local attorney.
The complete Playbook — all 9 documents + onboarding call
Includes a 30-minute private call with Jocelyn on where to start and what to prioritize first.
Get the full library →-
Roles & Decisions
Family Business Charter
18 pages · $149Who's in charge of what — and what happens when you can't agree.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Succession
Succession Plan Framework
22 pages + workbook · $179What happens to everything you've built — when you can't be there.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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HR & Employment
Family Member Employment Agreement
14 pages · $129The contract you wish you'd had before things got complicated.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Conflict
Conflict Resolution Policy
10 pages · $99The rules for when family and business collide — agreed before they need to be used.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Strategy
Mission, Vision & Values Statement
8 pages + workshop · $99Why you're all doing this — written down so everyone remembers.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Roles & Decisions New
Family Council Meeting Pack
12 pages · 5 documents · $119Run family meetings like a business — not like a difficult dinner.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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HR & Employment
Compensation & Roles Policy
11 pages + pay scale template · $119What everyone gets paid — and why — so it's never a secret or a surprise.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Succession New
Next-Generation Readiness Assessment
16 pages · scored workbook · $149Is the next generation actually ready — the honest answer, not the hopeful one.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
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Roles & Decisions
Shareholder & Ownership Agreement
20 pages · $179What happens to the ownership if someone wants out, gets sick, or dies.
Buy now →⚖ For informational use only. Not legal advice. Attorney review required before use. No attorney-client relationship is created.
- AI-generated frameworks based on 40+ years of practice
- Instant download after payment · Word + PDF
- Attorney review required before use
- Secure checkout · All sales final
How it works
From nothing written down to fully documented.
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01
Choose your starting point
One document for the most urgent gap. The full library for a complete foundation. Or a direct engagement when the situation needs more than a framework.
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02
Download and personalise
Frameworks arrive as editable Word documents with clear instructions built in. Most families complete their first document in under 90 minutes.
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03
Bring it to the family
The document becomes the agenda for a structured family conversation — without anyone being the one who "started it."
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04
Finalize with your attorney
Bring the near-complete draft to a local business attorney for final review and adaptation to your state. Arriving pre-drafted typically cuts legal fees significantly.
Path 2 — Work with Jocelyn directly
When you need more than a framework.
Real engagements built entirely around your situation, with the directness that comes from being in this work since 1985. For families where the complexity requires someone in the room.
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The Strategy Hour
$750One hour · Private sessionOne focused hour with Jocelyn. You bring the situation — she brings decades of pattern recognition and zero hesitation about telling you what she actually sees.
- 60-minute private video or phone session
- Written summary delivered within 24 hours
- Priority email support for 7 days
- One Playbook document of your choice included
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Most requested
Governance Foundations
$4,500Full engagement · 2–3 weeksThe complete governance setup for a family business. Jocelyn works through your specific situation — the relationships, the history, the things nobody says out loud.
- 2 × 90-minute working sessions
- Custom family rules document
- Employment contracts for family members
- Conflict resolution framework
- 30 days follow-up support
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The Succession Blueprint
$12,000Full engagement · 4–6 weeksFor family businesses with an active leadership transition ahead. A complete handover plan, ownership framework, and the conversations that make the difference.
- 4 × structured working sessions
- Full written handover plan
- Ownership transition framework
- Next-gen readiness check
- Shareholder agreement first draft
- 60 days follow-up support
All engagements begin with a free 20-minute private call. No commitment. · For on-site work see the Family Business Intensive →
What clients say
What families say afterward.
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"Jocelyn approached the delicate situation with a unique perspective and a calm demeanor. She solved the matter with aplomb — and left the family stronger than she found it."
Samantha Reiss · Family Business Client -
"I've been working with Jocelyn for almost 20 years. Her ability to understand the issues and implement a roadmap to move forward have been instrumental in achieving success."
Stuart Brownstein · President, Colin Cowie -
"We can't thank Jocelyn and her team enough. She worked tirelessly and went over and above every request at every turn."
Nancy D'Agostino · Co-CEO, D'Agostino's Supermarket
⚖️ Important — please read before purchasing any Playbook document
All documents in The Family Business Playbook are AI-generated frameworks based on Jocelyn Greenky's professional experience working with family businesses. They are provided strictly for informational and educational purposes and do not constitute legal, financial, or professional advice of any kind.
No attorney-client relationship is created by your purchase, download, or use of any document. Sider Road is not a law firm. No communication through this website — including email — constitutes legal advice or creates a professional relationship of any kind.
You must consult a licensed attorney in your state or jurisdiction before implementing, signing, or relying on any document in any legal or governance context. Laws governing family businesses, employment agreements, succession, and ownership vary significantly by state and change frequently.
Sider Road LLC and Jocelyn Greenky expressly disclaim any liability arising from the use of these documents. Total liability for any claim shall not exceed the purchase price paid for the specific document. By purchasing or downloading any document from this page, you acknowledge that you have read and understood this notice.
Read the full disclaimer & terms of use →
Some conversations can't wait another year.
Start with a document this week. Or book a private call — no commitment, no pitch, just an honest conversation about what your family business actually needs.
Confidential · No pressure · Info@SiderRoad.com