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Top 5 Ways to Lower Taxes When Selling a Business in Massachusetts (2026)
Quick Summary Massachusetts business sellers can face a combined tax rate of nearly 33% (federal capital gains + 3.8% NIIT + 5% state rate + 4% millionaire surtax). The five key strategies to reduce that burden are: (1) structuring the deal as a stock/membership interest sale to maximize long-term capital gains treatment; (2) relocating to
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Sell Your Massachusetts Business in 2026: Avoid Costly Mistakes with these 6 Tax Strategies
Quick Summary Massachusetts business sellers can face a combined tax burden of up to 32.8%, but most don’t know that legitimate tax-reduction strategies are still available after signing a Letter of Intent. This article covers six IRS-recognized approaches (Deferred Sales Trust, installment sales, Opportunity Zone investing, Charitable Remainder Trusts, QSBS exclusion, and surtax timing) that
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Selling a Business in Massachusetts in 2026: How to Keep More Than 67% of Your Proceeds
Quick Summary Selling a business in Massachusetts typically takes 6–12 months and involves six key stages: getting a professional valuation, building your advisory team, preparing a Confidential Information Memorandum (CIM), qualifying buyers and negotiating a Letter of Intent, surviving due diligence, and managing the closing and transition. Massachusetts adds layers of complexity most states don’t
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Selling a Business in Massachusetts? Avoid Losing 32.8% to Taxes in 2026
Quick Summary Selling your business in Massachusetts is one of the most financially significant events of your life, and without the right preparation, you could hand over nearly a third of your proceeds to the government before you cash a single check. Earned Exits is an elite business broker that works directly with business owners