Five Key Wake-Up Calls for Ambitious Business Owners, From a Biz Specialist
Your personal financial plan needs to include a formal exit strategy for your business, or you could be in trouble.
In the world of business owners and founders, confidence is the fuel that drives decisions, inspires teams and enables risk-taking and innovation. But even the boldest owners know that feeling a little scared sometimes isn't a weakness — it's often wisdom in disguise.
In my experience, many issues that cause businesses to fail are years in the making. And many owners are closer to being out of business than they realize.
Issues that undermine a business's financial health often go undiagnosed until owners consider their exit. The 2023 National State of Owner Readiness Report by the Exit Planning Institute reveals some critical areas where business owners tend to be unprepared, and the consequences could be dire.
The Kiplinger Building Wealth program handpicks financial advisers and business owners from around the world to share retirement, estate planning and tax strategies to preserve and grow your wealth. These experts, who never pay for inclusion on the site, include professional wealth managers, fiduciary financial planners, CPAs and lawyers. Most of them have certifications including CFP®, ChFC®, IAR, AIF®, CDFA® and more, and their stellar records can be checked through the SEC or FINRA.
From just $107.88 $24.99 for Kiplinger Personal Finance
Be a smarter, better informed investor.
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Here are five key issues and steps to take to avoid the scary stuff before it's too late.
Business exit planning problems in a nutshell
1. Putting off estate planning
Just 30% of owners have a written estate plan, and only 24% have a current will.
Estate planning isn't sexy, but it can help support succession plans, preserve business and personal assets and spare your family from a nasty tax bill.
Without a proper estate plan, your business and personal assets are at risk, potentially leaving employees and family unprepared for the future.
Take action: Begin as soon as possible by consulting with estate planning professionals to create a comprehensive plan, including wills and trusts. Establish or update your estate plan to reflect changes in your business, personal life and tax laws.
Communicate your plan with family and key stakeholders to ensure everyone is aware of your intentions and prepared for the transition.
2. Delaying personal financial planning
Many business owners are hyper-focused on revenue and the daily challenges of running their business. But even a thriving business may not support long-term goals if your personal, business and family finances are out of sync.
About 42% of business owners lack a written personal financial plan prepared by a professional financial adviser. This is why we talk about putting personal, family and business financial planning on "parallel paths." All are essential to achieve a successful transition and post-exit goals.
Take action: To ensure your financial future aligns with your business exit strategy, partner with a CERTIFIED FINANCIAL PLANNER® (CFP®) — ideally one with Certified Exit Planning Advisor (CEPA®) credentials — to build a comprehensive, personalized plan.
Clearly define your financial goals, from retirement and investments to lifestyle needs, and commit to regularly reviewing and adjusting your plan to stay on track amid changing market conditions.
3. Exiting without a plan
Just 42% of owners have a formal, written transition plan for their company. This is critical given that 49% of business owners want to exit within the next five years.
Without a formal exit plan, you may face significant challenges in achieving a smooth and successful transition.
Take action: To exit your business smoothly and successfully, work with your adviser to create a clear, detailed plan that outlines your goals, timeline and transition strategies.
Once your plan is in place, communicate it with key stakeholders and begin executing the necessary steps to achieve your desired outcome. Schedule regular reviews to keep your plan on track.
4. Dependence on business income
Research shows 70% of business owners need the income from their business to support their chosen lifestyle. This stat highlights your "wealth gap."
If you need $3 million to support your long-term post-exit lifestyle and you have $500,000 in personal assets and sell your business for $2 million, your wealth gap is $500,000. So, part of your exit plan will be how to close that wealth gap, starting now.
Many owners of small and midsized businesses rely heavily on their business as their primary — sometimes only — source of income.
Take action: To secure your financial future, focus on diversifying income streams now to reduce future reliance on business earnings. Continue building business value to maximize your net proceeds when it's time to exit.
At the same time, develop a financial plan that supports your long-term independence and lifestyle goals, ensuring you're not solely dependent on proceeds from your business sale or transition.
5. The 5 D's
In presentations to business owners, this portion of our program typically takes the oxygen out of the room. About 50% of business exits are involuntary, meaning owners don't proactively decide to exit.
Looking for expert tips to grow and preserve your wealth? Sign up for Building Wealth, our free, twice-weekly newsletter.
Instead, they are compelled to exit by one or more of the "5 D's": death, disability, divorce, distress or disagreement (with business partners).
Many owners don't like to consider that they won't be able to choose how and when they will exit the business. These discussions can be deeply uncomfortable, but it's far better to face the discomfort now than be unprepared for the 5 D's when they occur.
Take action: "Be prepared" is sound advice for business owners as well as Boy Scouts. To protect your business and family legacy from unforeseen events, build robust contingency plans that cover involuntary exit scenarios, such as illness, divorce or financial distress, through tools including insurance, buy-sell agreements and emergency funds.
Regularly review plans to keep them relevant and ensure they are clearly communicated.
Plan to exit fearlessly
The statistics are indeed scary, but they need not spell doom for your business. Instead, let them serve as a powerful motivator.
Now is the time to start understanding your business valuation, the steps to build business value and how you will fund your post-ownership phase.
To move forward with confidence, start with a business valuation and a personal financial audit. Then, build your exit strategy with a CEPA-certified adviser.
Content in this article is for general information only and not intended to provide specific advice or recommendations for any individual. 2025-8650
Related Content
- The Most Important Number for a Business Owner Considering a Sale
- From Entrepreneur to Retiree: Boosting Your Business' Value
- The Four D's That Could Force You to Sell Your Business
- Things that Surprise Business Owners When It's Time to Sell
- Seven Essentials When Preparing to Sell Your Business
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Paul has truly lived the American Dream — beginning his career in financial services with no formal training and rising through the ranks to prestigious positions like CEO of BPU Investments. As an adviser at Wealth Enhancement, Paul uses his financial planning, investment management and business skills to work with CEOs on retirement and succession plans and provides guidance on financial wellness. Paul is also a Certified Financial Planner (CFP®) and Certified Exit Planner (CEPA®). Paul is also a Five Star Wealth Manager (2017- 2024) award winner.
-
Is Wireless Home Internet Right for You?T-Mobile’s 5G home internet offers flexibility, simplicity and potential savings but is it a replacement for cable or fiber?
-
Last Chance to Take Advantage of Tax Credits and Low Rates for These Home UpgradesFed rates are dropping and tax credits are expiring. These home upgrades won't be this affordable in 2026.
-
Eight Spooky Retirement Stats That Will Scare the Bejesus Out of YouThink you have retirement planning down to a science? Consider these scary statistics.
-
Are You Retired? Here's How to Drop the Guilt and Spend Your Nest EggTransitioning from a lifetime of diligent saving to enjoying your wealth in retirement tends to be riddled with guilt, but it doesn't have to be that way.
-
Government Shutdown Freezes National Flood Insurance Program: What Homeowners and Buyers Need to KnowFEMA's National Flood Insurance Program is unavailable for new customers, increased coverage or renewals during the government shutdown.
-
Separating the Pros From the Pretenders: This Is How to Tell if You Have a Great AdviserDo you leave meetings with your financial adviser feeling as though you've been bulldozed into decisions or you're unsure of what you're paying for?
-
What Netflix Stock's 10-for-1 Split Means for InvestorsNetflix announced its long-awaited stock split after Thursday's close. NFLX will start trading on a split-adjusted basis ahead of the November 17 open.
-
Stocks Sink with Meta, Microsoft: Stock Market TodayAlphabet was a bright light among the Magnificent 7 stocks today after the Google parent's quarterly revenue topped $100 billion for the first time.
-
I Retired at 60 Two Years Ago With $3.1 Million. My 62-Year-Old Wife Still Works Because She Wants to, but She Resents My Free Time. Help!We asked a psychologist and a mediation expert for advice.
-
Five Downsides of Dividend Investing for Retirees, From a Financial PlannerCan you rely on dividend-paying stocks for retirement income? You'd have to be extremely wealthy — and even then, the downsides could be considerable.