Exiting Your Business: Initial Steps to Prepare for a Smooth and Successful Transition

Bryan Reft, Daniel Tatomir

September 30, 2025

a man and a woman sitting at a table across from a fragasso wealth advisor with paperwork and a computer on the desk

Your life’s work deserves a transition as successful as the journey itself. Begin your planning today and set the foundation for a fulfilling retirement and legacy.

Retirement is undoubtedly something we all think about throughout our working years. It marks the culmination of a long and hopefully prosperous journey dedicated to your life’s work. However, for business owners, exiting their business requires much more thought and effort. Simply waking up one day and putting in a few weeks’ notice is not a reality.

Exiting your business is a process, not an event. Ideally, a business owner should begin planning no later than 3-5 years prior to their desired exit date. The sooner you begin planning, the better. This timeline allows for the evaluation of your personal, financial, and business situation while preparing the necessary steps to position yourself for a successful exit.

Evaluating Your Personal and Financial Situation

Your personal and financial readiness is a critical first step. Here are some key questions from the beginning of our exit planning checklist, with an emphasis on coordinating with loved ones: Have you aligned your personal and financial goals with the transition of your business?

Personal and financial goals often follow separate paths but must work in harmony. Many owners focus solely on financial outcomes but may not consider how their exit will affect their lifestyle, family, and long-term aspirations. Be sure to involve your loved ones in discussions about your goals to ensure alignment.

Have you considered your post-exit life plan?

This step is often overlooked but is vital to long-term satisfaction. In fact, 75% of business owners profoundly regret exiting their business within 12 months. This high rate of regret often stems from a lack of planning for their next chapter.1

Do you know your Wealth Gap?

Most business owners do not have a clear understanding of their Wealth Gap, and that is a major risk when planning an exit. They often assume that the sale of their business will be enough to fund their future, but without proper analysis, they may overestimate the value or underestimate their post-exit needs.

Determining Your Business’s Value

Equally important is evaluating the business itself, which often requires professional support.

Have you created your advisory team?

Your core team typically includes a financial advisor certified in business transition planning such as a Certified Exit Planning Advisor (CEPA®), a CPA, and an attorney. Additional specialists can be added as needed.

Have you completed a business valuation?

Understanding your business’ worth from a prospective buyer’s perspective is essential.

Do you know your Profit Gap and Value Gap?

—The Profit Gap is the difference between your current profitability and the potential profitability if your business operated at peak efficiency.

—The Value Gap is the difference between your business’s current valuation and its potential value if it achieved a best-in-class multiple in your industry.

Preparing for a Successful Transition

Positioning yourself and your business for a smooth transition will require additional time. Prospective buyers often seek out inefficiencies to justify lowering the purchase price. If your goal is to maximize your sale price and secure a satisfying retirement, you need time to identify and address these inefficiencies before putting your business on the market.

Here are some steps to prepare for a successful transition:

— Do you have a contingency plan in place?

— Have you conducted a preliminary due diligence review? Address inefficiencies and potential issues early to enhance your business’s value.

— Are you aware of your exit options and how they align with your goals?


As a Certified Exit Planning Advisor (CEPA®), I help business owners start their journey toward an inevitable business transition. I am here to help gauge your readiness and identify areas that may need more attention.

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Evaluating whether you and your business are ready to transition is a key step to beginning the exit planning process. It takes time, and time is the one thing we can never get back. Look for future editions of The Advisor, where we will continue exploring the concept of exit planning. If you would like to learn more about how exit planning with a financial advisor works and how it can benefit your unique situation, let us start the conversion now!

Download our Business Exit Readiness Checklist to assess where you stand and what steps you can take today to build a smoother, more profitable transition.

Source:

  1. https://exit-planning-institute.org/hubfs/Member%20Center%20Resources/2023%20National%20State%20of%20Owner%20Readiness%20Report.pdf

Accredited By:

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