Seasoned, business exit / sale strategy financial advisors in Vineyard Haven, MA
The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.
Selling your business is a major life event that requires careful planning to avoid costly tax mistakes and ensure you keep as much of your proceeds as possible. Without a seasoned advisor, you might overlook complex tax rules like the 'Millionaire's tax'—an extra surtax on high incomes in Massachusetts—that can significantly impact your net gain.
- Tax impact awareness. Confirm how they navigate state-specific taxes like the 'Millionaire's tax' to minimize surprises after your sale.
- Exit timing strategy. Ask how they help decide the best time to sell, balancing market conditions and personal goals.
- Proceeds management. Look for guidance on structuring the sale to optimize cash flow and investment opportunities post-exit.
- Experience with complex deals. Ensure they have handled transactions similar in size and complexity to yours, not just standard sales.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Travis K
CFP®, Series 63, Series 66
North Dartmouth, MA
Edward Jones
Travis Kessock brings 23 years of experience and CFP® certification to business exit and sale strategy, with expertise in retirement plans for business owners and succession planning. Based in North Dartmouth, MA, he works at Edward Jones, a large full-service firm offering diverse advisory programs with fees up to 1.35% annually, providing robust resources compared to smaller practices.
Experience: 23 years
Avg account: $246,728
-
Robert B
ChFC®, Series 63, Series 65
East Falmouth, MA
Founders Financial Securities LLC
Robert Barry Jr. brings 44 years of experience in business exit and sale strategy, making him well-equipped to navigate complex tax implications like Massachusetts' 'Millionaire's tax' for clients near Vineyard Haven. His firm offers flat-fee financial planning and serves a diverse clientele including high-net-worth investors and corporate clients, providing a broad range of services from portfolio management to insurance, which may offer more comprehensive support compared to other advisors.
Experience: 45 years
Avg account: $385,425
-
Nancy G
CFP®, ChFC®, Series 63, Series 65
Teaticket, MA
Guardian Life
Nancy Garrison's 38 years of experience and CFP® and ChFC® credentials equip her to handle complex business exit and sale strategies, including tax-loss harvesting, which is crucial for minimizing tax impacts like Massachusetts' 'Millionaire's tax.' Operating from Teaticket, MA, she offers flat-fee and subscription-based consulting through Guardian Life, a large firm, providing flexible fee options and broad client services compared to other advisors.
Experience: 39 years
Avg account: $230,599
-
J Christopher B
CFP®, Series 63, Series 65
Hyannis, MA
Wealth Enhancement Advisory Services, LLC
J Christopher Boyd's 29 years of experience and CFP® certification equip him to guide business owners through complex exit and sale strategies, including tax considerations like Massachusetts' 'Millionaire's tax.' Operating from a large SEC-registered firm, he offers flat fees starting at $250 and employs a strategic investment approach blending passive and active management, which may appeal to seasoned business owners seeking comprehensive post-sale planning.
Experience: 29 years
Avg account: $1,378,035
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Vineyard Haven, MA
Find advisors by type
Not sure where to start?
We'll help you think it through—whether you ultimately need an advisor or not. Warmer helps you compare advisors clearly, so you can choose with confidence.
For advisor listings, we rely on sources including public filings and data provided by advisors, and we cannot guarantee that all information is current or accurate. Advisors are independent and may not have reviewed or updated this information. Please review an advisor’s Form ADV and do your own diligence before deciding whether to work with them.
Advisor matching and introductions are provided by FinanceHQ LLC (“FHQ”), a wholly-owned subsidiary of Warmer and an SEC-registered investment advisor. We receive compensation from certain participating advisors for introductions or referrals. This creates a conflict of interest because we have an incentive to recommend advisors who compensate us, including those who pay us more. You pay no fee to use our matching service, and advisor fees are not increased because of a referral or introduction. We do not review the ongoing performance of advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to our Terms of Service and Advisory Agreement, and acknowledge our Privacy Policy. Please review FHQ’s ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. (“Warmer”)