The Three Legs of the Stool

Daniel Tatomir, Bryan Reft

July 1, 2026

Man looking at a document

Have you ever gone to a café or restaurant and, out of all the seats available, ended up on the dreaded wobbly stool? No one likes it—and for good reason. Balance matters. That same principle applies when considering life beyond your business.

For business owners, the stool has three legs:

  • Personal
  • Financial
  • Business

Each leg must be strong and in alignment with the others. If one is weak or neglected, the entire structure becomes unstable. Achieving balance across all three is the key to a successful transition and fulfilling retirement.

The Personal Leg

Life after the business

This leg is all about your life after the business. Who will you be when you’re no longer working 60 hours a week? Shockingly, about 75% of business owners regret selling their business just 12 months after the fact1, often because they never considered how to fill the emotional and time void that follows.

Planning ahead can help guide your quality of life when the time comes. Ask yourself:

  • How will you spend your time?
  • What role will family, friends, health, and recreation play?
  • How will your charitable, religious, or spiritual values guide you?


The Financial Leg

Funding your lifestyle

How will you fund your post-exit lifestyle? This is where the financial leg comes in — it provides the resources to support your future. Consider:

  • For many owners, the business is their largest asset. Do you know its current value?
  • Do you know how much you’ll need, after taxes, to support your retirement lifestyle?
  • What other assets or income sources will contribute to your retirement?
  • Do you have personal investments or a retirement plan through the company?
  • What is your risk profile, and how does that impact your investment and income strategies?
  • Are you properly insured against unexpected events—both personally and within the business?


The Business Leg

Transferability and legacy

This leg is about transferability and legacy. Key questions to consider:

  • Is your business attractive and transferable to a buyer? In our summer Advisor article and recent video blog, we introduced the concept of being a Lifestyle Business Owner or a Value Creator.
  • Who will you transition your business to—family member, current employee(s), or external buyer? Each option comes with unique considerations.
  • Do you want the business to continue after you’re gone? What will happen to your employees and the culture you’ve worked hard to build?

Wealth means different things to different people.

For some, it’s the personal leg— good health and the freedom to spend time with loved ones. For others, it’s the financial leg—maximizing value to provide lasting security. For many, it’s the business leg—ensuring your business thrives into a second, and even third generation while providing for your employees.

Whatever your definition of wealth, the lesson remains the same: alignment across all three legs is essential. With proper planning, years before your exit, you to step confidently into your future, without the risk of sitting on a wobbly stool.

Source: 
Walking to Destiny, Christopher M. Snider

Accredited By:

Daniel Tatomir
Vice President Retirement Plan Services & Business Exit Advisor
Daniel Tatomir
CExP®, AIF®

Dan brings more than 25 years of industry experience helping organizations design and manage effective retirement plans. Dan specializes in employer-sponsored retirement plans for private companies and nonprofit organizations, partnering with plan sponsors to align plan design, provider selection, and investment oversight with the organization’s goals and fiduciary responsibilities. Working closely with Fragasso’s portfolio management […]

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Bryan Reft
Business Exit and Wealth Advisor
Bryan Reft
CFP®, CEPA®

As a financial advisor, Bryan works with individuals, families, and business owners to create and strengthen their financial plans to be in alignment with their personal goals. Whether a client’s goal is saving for retirement, leaving a legacy to loved ones, and/or developing a successful business exit plan, Bryan will take all goals into consideration […]

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This article has been reviewed for accuracy by Fragasso's leadership team and accredited by Daniel Tatomir and Bryan Reft to help ensure the information reflects current financial planning and wealth management principles.

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