
THE EXIT PLANNING BLOG
Keep up-to-date with exit planning, succession planning, industry trends, unique specialty insights, and useful content for professional advisors and business owners.
Share this
How to Turn Your Business Into a Freedom Machine, No Sale Required
by Greg Maddox on June 19, 2025

For over 20 years, Exit Planning Institute® (EPI) has championed a simple but profound idea: our job as advisors isn’t just to help businesses succeed. It’s to help owners leave a legacy.
That resonates with me on a personal level. I started my first business for freedom, but ended up with a company that owned me. Over time, I realized that a successful business and a meaningful legacy are not the same thing. Legacy happens when we build a business that thrives without us, creates wealth beyond the business itself, and supports the life we want to live.
That’s exactly why I wrote Turn Your Business Into a Freedom Machine. It’s a practical guide to help owners achieve freedom in three key areas: business, financial, and personal, without being forced into an exit. Legacy isn’t built in the transaction; it’s built in how you run the business today.
Breaking the Freedom Fallacy: The Legacy Starts Now
Most owners believe they’ll get freedom after they sell. But by then, it’s too late to fully enjoy it. I call this the Freedom Fallacy: we think more success will lead to more freedom, but in reality, the more successful we become, the more trapped we feel.
This mindset is driven by four persistent myths:
- Freedom only comes after a sale
- Success means doing everything yourself
- Work-life balance is a fantasy for entrepreneurs
- Financial freedom will just “happen” over time
These myths erode legacy. They trap owners in their business, tie up their wealth in illiquid assets, and leave personal lives neglected. A true legacy that elevates value for future generations requires addressing these blind spots early.
The 9 Proven Steps to Building a Legacy of Freedom
Through my own journey and our work with thousands of business owners at Cultivate Advisors, I developed a 9-step roadmap to help owners regain control, build sustainable value, and live the life they imagined.
These steps aren’t just about making more money. They’re about creating a business that serves your life and continues to create value long after you step back.
Phase 1: Business Freedom
- Identify Your Freedom Point – Define what “enough” looks like for your ideal life.
- Accelerate Your Results – Build a focused 3–5 year plan to get there.
- Know Your Business Health – Assess your company like a buyer or investor.
Phase 2: Financial Freedom
- Protect Your Family – Legal, insurance, and estate planning to secure your legacy.
- Protect Your Business – Safeguard operations and income streams from threats.
- Protect Your Assets – Preserve and diversify wealth beyond the business.
Phase 3: Personal Freedom
- Grow Your Value – Build teams and systems to reduce owner dependency.
- Fund Your Freedom – Channel profits into personal and family wealth.
- Cultivate Your Exit – Design options that give you control, whether you sell or stay.
This framework aligns perfectly with EPI’s Value Acceleration Methodology™ and Three Legs of the Stool, ensuring that business, financial, and personal goals are fully integrated.
But more importantly, it ensures that owners build a legacy of value, not just for a transaction, but for their families, teams, and communities.
Elevating Legacy Beyond the Exit
At Cultivate Advisors, we believe that every owner deserves more than a financial payday. They deserve a business that creates lasting impact. That’s why we don’t just coach growth; we help owners build Freedom Machines—businesses that provide:
- The freedom to choose when and how to exit
- Wealth that supports life outside of the business
- A legacy of leadership, opportunity, and community impact
For advisors, this is where we create real value. By shifting the conversation from “How much can you sell for?” to “What kind of legacy do you want to leave?”, we help owners make decisions today that elevate enterprise value for generations to come.
Legacy is Built Before the Exit
Legacy isn’t built in the deal room. It’s built in the daily habits of running a transferable business. The work you do today to reduce owner dependency, diversify wealth, and create leadership depth is what makes future exits successful and meaningful. By transferring these skills and mindsets, you ensure your legacy becomes a platform for growth, not a crutch for survival.
That’s the mission of Turn Your Business Into a Freedom Machine. Whether an owner sells in 2 years, 10 years, or never, they should live their version of freedom now. And that’s how legacies are born.
If you haven’t read the eBook yet, download it here. You’ll also find free tools like the Freedom Score Assessment and Freedom Point Calculator that we use every day to help owners make legacy-driven decisions.
Let’s continue to build businesses that last and lives that matter.
Related Resources:
- How Financial Advisors Can Help Business Owners Build Significant Companies and Create Legacy
- Shift to Significance with DriveValue.com
- About the EPI Partner Network
Share this
- Blog (518)
- CEPA (361)
- exit planning (242)
- CEPA community (180)
- Business Owner (130)
- Exit Planning Summit (84)
- EPI Chapter Network (81)
- Exit Planning Partner Network (76)
- EPI Announcement (49)
- Content (48)
- Value Acceleration Methodology (44)
- Webinars (37)
- Excellence in Exit Planning Awards (32)
- Marketing (30)
- 2024 Exit Planning Summit (28)
- 5 Stages of Value Maturity (26)
- Books (24)
- Exit Planning Teams (22)
- EPI Team (21)
- 2023 Exit Planning Summit (20)
- Leadership (20)
- family business (19)
- women in business (19)
- Intangible Capital (18)
- Exit Options (17)
- Black Friday (16)
- EPI Academy (16)
- CPA (15)
- State of Owner Readiness (14)
- Chapters (12)
- Chris Snider (12)
- National Accounts (12)
- Small business (12)
- Walking to Destiny (12)
- charitable intent (12)
- personal planning (12)
- Financial Advisors (9)
- 5 Ds (8)
- About us (8)
- Podcast (8)
- Insiders Bash (7)
- Scott Snider (7)
- Christmas (6)
- Exit Planning Content Library (6)
- Case Studies (5)
- Owner Roundtables (5)
- Season of Deals (5)
- Value Advisors (5)
- financial planning (5)
- Awards (4)
- Exit & Succession (4)
- Five Ds (4)
- executive training (4)
- Circle of Excellence (3)
- Owners Forum (3)
- forbes (3)
- EPI Thought Leadership Council (2)
- Exit Is Now Podcast (2)
- Peter Christman (2)
- Three Legs of the Stool (2)
- Veteran (2)
- Whitepapers (2)
- author (2)
- Business Owners Forum (1)
- DriveValue (1)
- business consultants (1)