For business owners and executives approaching a major liquidity event, tax planning is rarely a straightforward exercise. Navigating Massachusetts' tax landscape—from the $2 million estate-tax threshold to complex income residency rules—requires proactive, structured decision-making before and after a sale.
If you are evaluating a business exit, a major equity realization, or a change of domicile, taking action early is essential to protecting your wealth. Questions surrounding state-level exposure, non-grantor trust structures, and post-exit asset protection don't have simple answers, and waiting until after a transaction closes often limits your most effective options.
This workbook is designed to help you approach your transition with clarity and confidence. By working through these core frameworks, high-net-worth founders and executives can minimize unnecessary tax burdens, avoid common pitfalls, and preserve more of their financial legacy. With the right strategies—and guidance from experienced tax and estate planning attorneys—you can build a plan that supports your long-term goals.

