Michael Levison

If you’re a business owner considering a sale in the next few years, you’re not alone. Over 60% of the 15 million privately held businesses in the U.S. are owned by Baby Boomers, and more than 75% of them expect to sell in the next decade. That coming wave of owners heading for the exits—the “Silver Tsunami”—is going to reshape the market in ways that reward the prepared and punish those that are not. Unfortunately, preparation is the exception, not the rule. According to the Exit Planning Institute’s 2023 National Report, 75% of business owners who sell their company express profound regret within 12 months of the sale. Why? Because the business wasn’t worth what they thought, the sales process was mishandled, or they weren’t personally ready for the transition. The Future Market Will Be Tougher As more businesses flood the market, buyers will become choosier. Only the best-run, lowest-risk companies will command premium valuations. That means if you want to secure a high-value exit—one that rewards your years of effort—you’ll need to start preparing now. In fact, most successful exits begin 1–3 years before the business goes to market. Three Essential Questions to Answer Early Before you think about selling, make sure you can answer these three questions: Eight Drivers of Enterprise Value One of the most powerful tools available to business owners is the Value Builder Score, a system that evaluates your business on eight statistically proven drivers of enterprise value. These include: After analyzing over 80,000 businesses, data shows that companies with a Value Builder Score of 90+ receive offers that are 2x higher—on average—than companies scoring in the 50s and 60s. That difference can mean millions in added value for your exit. This table summarizes the correlation between the Value Builder Score and EBITDA multiple.  The results are crystal clear….these 8 drivers of value will either create or kill value in your business. Click here to get the Value Builder Score for your company Positioning for the Likely Buyer Profile Strategic and financial buyers look for different things, but both want clean, low-risk opportunities. To get there: Competition Drives Value Finally, when it’s time to sell, don’t fall into the trap of negotiating with just one buyer. A competitive process—one that includes multiple, qualified buyers—leads to stronger offers, better deal terms, and fewer surprises during diligence. Create a structured, auction-style process that limits exclusivity and shortens timelines.  This often involves a good bit more work and effort than listing the business on various buy/sell platforms, but it is worth it. Finally, assemble your team of advisors early.  This team should include a business broker/investment banker, accountant, a transaction attorney, and wealth advisor.  All of these issues are somewhat inter-related and you will want everyone on the same page before you start the sales price. Want to Learn More? If you’re a business owner thinking about an exit in the next 1–5 years, don’t miss our upcoming webinar: Your Business / Your Payday: The Road to a High-Value Exit Thursday April 24 at 2PM EST.We’ll dig deeper into what drives business value, how to avoid post-sale regret, and what you can do now to ensure the future you want.

As Baby Boomer business owners approach retirement, the business-for-sale market is undergoing a seismic shift. Approximately 60% of the 15 million privately held businesses in the U.S. are owned by Baby Boomers, and many of these owners are now preparing to exit. This “silver tsunami” of retirements will create an unprecedented wave of businesses entering the market. This will create great buying opportunities for younger generations; however, this surge presents significant challenges for sellers.  For owners who plan to sell, this creates a critical reality: only well-prepared and well-run businesses are likely to thrive in a crowded marketplace. If you’re considering selling your business, understanding the challenges ahead and starting the planning process early are essential steps to achieving a successful sale. Challenges for Business Owners in a Saturated Market Early Planning Is Key Selling a business is more than a transaction, it is a strategy. It requires careful preparation across multiple areas to ensure you maximize value and stand out in a crowded market. Here’s where your planning should focus: 1. Financial Health and Transparency Buyers want to see clean, accurate financials that reflect the true performance of the business. Start by: 2. Operational Excellence A business that runs efficiently without heavy reliance on the owner is more attractive to buyers. Focus on: 3. Customer and Revenue Diversification Buyers are cautious about businesses overly dependent on a few key customers or revenue streams. To reduce risk: 4. Legal and Regulatory Compliance Legal red flags can delay or derail a sale. Ensure: 5. Business Valuation and Market Position Understanding the value of your business is crucial. Start with: 6. Personal and Emotional Readiness The decision to sell is as personal as it is financial. Many sellers don’t take this issue seriously but it is really important.  Prepare by: 7. Building a Team of Advisors Selling a business is a team effort. Assemble experienced professionals to guide you, including: The wave of businesses for sale means buyers will have more choices than ever, but that doesn’t mean all businesses will sell. Those that stand out will be well-run, properly prepared, and able to demonstrate their value clearly to potential buyers. Early planning allows you to address weaknesses, showcase strengths, and position your business as a standout opportunity. Here Is A Great Place To Start A great place to start is to get a Value Builder Score (VBS) on your business.  The VBS, used by over 80,000 companies, is a statistically valid measure of your company’s ranking on 8 different drivers of enterprise value.  It will give you a clear roadmap of the areas that you should focus on to optimize your exit down the road.  For your free VBS, click on this link:  https://score.valuebuildersystem.com/value-acceleration-partners/michael-levison

Note:  This is the sixth part of an eight part series that addresses the key questions that you, as a business owner, need to really focus on as you begin to think about the sale of your business.  This series will give you actionable insights on assessing your readiness to sell, what you need to do to be prepared for the process and what real success will look like post sale.  Happy reading! For business owners preparing for an exit strategy, tax planning is one of the most crucial elements of a successful business sale. Without careful planning, you may well lose a significant portion of your sale price to capital gains taxes, ordinary income taxes, and depreciation recapture. Working with an experienced business broker or investment banker can help you structure the deal strategically to minimize taxes and maximize your net proceeds. Here’s what you need to know. Capital Gains Tax: The Difference Between Short- and Long-Term Gains When selling a business, the IRS applies either short-term or long-term capital gains tax rates, depending on how long you’ve held the assets: Strategy Tip: Holding assets for at least one year before selling can significantly reduce your tax burden. If you’re close to the one-year mark, delaying the sale could mean paying a lower tax rate. Business Sale Structure: Asset Sale vs. Stock Sale How you structure your business sale—asset sale vs. stock sale—affects both tax treatment and buyer interest. Strategy Tip: If a buyer insists on an asset sale, negotiate to allocate more value to goodwill and intangible assets, which qualify for capital gains treatment. Tax Deductions and Offsets to Reduce Your Tax Liability Proper planning allows business owners to use deductions and credits to offset taxable gains, including: ✔ Transaction Costs – Broker fees, legal fees, and advisory services may be deductible.✔ Net Operating Losses (NOLs) – Past business losses may offset capital gains.✔ Installment Sales – Spreading payments over time can reduce your tax bracket exposure. Strategy Tip: Work with a business broker and tax advisor to optimize deductions and identify tax-saving opportunities. Advanced Tax Strategies for Business Owners To further reduce your tax burden, consider these advanced strategies: ✔ Installment Sales – Accept payments over time to spread out tax liability.✔ Charitable Remainder Trusts (CRTs) – Donate part of the sale to reduce capital gains tax while creating ongoing income.✔ Qualified Small Business Stock (QSBS) Exclusion – If you own a C-Corp and meet IRS criteria, you may exclude up to 100% of capital gains on the sale. Planning Beyond the Sale: Wealth & Estate Considerations Your business exit strategy should align with your long-term financial goals. After a sale, consider: ✔ Estate Planning – How will your heirs be impacted by estate taxes?✔ Retirement Planning – Where will you invest proceeds for wealth preservation?✔ Tax-Advantaged Investments – Can you reinvest in Qualified Opportunity Zones to defer capital gains taxes? Strategy Tip: Include a wealth management professional as part of your deal team.  Don’t wait until after the deal is done. Work With an Expert to Maximize Your After-Tax Proceeds Selling a business isn’t just about finding a buyer—it’s about structuring the deal to protect your wealth. Working with an investment banker or experienced business broker ensures you negotiate the best deal while implementing tax-efficient strategies to keep more of your hard-earned money. 🔹 Thinking about selling your business? Click here to get your Value Builder Score to get actionable insight on strategies for increasing your business’s sale price before going to market.

Note: This is the fifth part of an eight part series that addresses the key questions that you, as a business owner, need to really focus on as you begin to think about the sale of your business.  This series will give you actionable insights on assessing your readiness to sell, what you need to do to be prepared for the process and what real success will look like post sale.  Happy reading! When business owners decide, “I want to sell my business,” financial aspects usually take center stage. However, ensuring your brand and legacy remain intact after the sale is equally critical. Your business name, reputation, and values are the foundation of everything you’ve built. In my role as a business broker, I’ve seen how thoughtful brand transition strategies can preserve business value and ease the sale process. This post explores how to protect your brand value, maintain continuity through post-sale brand integration, ensure legacy preservation, and leverage contractual protections to safeguard your brand identity. Understanding Your Brand’s Value in the Market Your brand value goes beyond a name or logo—it’s the trust, recognition, and reputation your business has built over the years. When selling a business, you must evaluate: Action Step: Conduct a brand equity assessment before listing your business. This helps potential buyers understand the value of keeping the brand intact. Post-Sale Brand Integration: Ensuring a Smooth Transition One of the key concerns when transitioning ownership is whether the buyer will retain or modify your brand. I advise sellers to consider the following: Action Step: Ensure there’s a structured transition plan in your sales agreement. Gradual brand changes and clear customer communication can prevent revenue loss. Legacy Preservation: Beyond the Brand Name Beyond your logo and business name, your company’s values, traditions, and community impact define its legacy. A few key questions to consider: ✔ What company traditions, community engagements, or values do I want to be upheld?✔ Have I communicated my vision to potential buyers?✔ Should I negotiate legacy preservation terms in the sale? Tip: If maintaining your legacy is a priority, discuss it with buyers early in the negotiation process. Some business owners negotiate phased transitions or advisory roles post-sale to guide the legacy transfer. Contractual Protections: Safeguarding Brand Identity Legal agreements can play a helpful role in protecting your brand and legacy. As an M&A Advisor to business owners, I recommend including a few steps if brand preservation is important to you: Tip: Work with a business consultant or attorney to draft agreements that balance brand protection with buyer flexibility. Final Thoughts: Selling a Business Without Losing Its Identity Exiting your business doesn’t mean losing the identity you’ve built. By taking proactive steps—assessing brand value, ensuring smooth integration, preserving your legacy, and leveraging contractual protections—you can transition ownership without compromising what matters most. Ready to evaluate your business’s marketability? Click here to get your Value Builder Score and start planning your exit with confidence.