Top tax strategies for small businesses financial advisors in Massachusetts
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.
If you run a small business in Massachusetts, you might face complex tax rules like the "Millionaire's tax," an extra surtax on high incomes. Without a tax-savvy advisor, you risk missing deductions or mismanaging tax timing, which can cost you money.
- Local tax knowledge. Confirm the advisor understands Massachusetts-specific taxes, including surtaxes that affect small business owners.
- Business structure insight. Ask how they tailor tax strategies based on whether you operate as an LLC, S-corp, or sole proprietorship.
- Cash flow impact. Good advisors consider how tax decisions affect your business’s day-to-day cash flow, not just year-end filings.
- Coordination with your accountant. Check how they work alongside your tax preparer to avoid conflicting advice or missed opportunities.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Barry D
Series 63, Series 65
Tewksbury, MA
The Fiduciary Alliance
Barry Dick specializes in tax strategies for small businesses in Massachusetts, offering tailored advice that considers business ownership structures and retirement plans like SEP and solo 401(k). With 18 years of experience and a flat-fee, independent approach at The Fiduciary Alliance, he combines local tax knowledge with comprehensive financial planning, differentiating himself through his insurance business ownership and a focus on discretionary portfolio management.
Experience: 19 years
Avg account: $268,760
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Todd C
Series 63, Series 65
Boston, MA
The Blue Oak Group, LLC
Todd Carter specializes in tax strategies for small businesses in Massachusetts, offering tailored advice that considers local tax nuances like the "Millionaire's tax" and business structure impacts. His firm, The Blue Oak Group, provides flat-fee and hourly consulting, focusing on tax-aware capital deployment and coordinating with clients' legal and tax teams, which differentiates him through a comprehensive, project-based approach to tax and investment consulting.
Experience: 15 years
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Andrew K
Series 66
Hingham, MA
BostonPremier Wealth
Andrew Kebalka specializes in tax strategies for small businesses in Massachusetts, offering expertise in business ownership considerations and retirement income strategy. His flat-fee and independent advisory model, combined with five years of experience and a Series 66 designation, distinguishes him from others. Operating from Hingham, MA, he works within BostonPremier Wealth, which manages $351 million using a model-driven investment approach tailored to risk profiles.
Experience: 6 years
Avg account: $691,559
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Lynne N
CFP®
Mattapoisett, MA
Northstar Financial Companies, Inc.
Lynne Nahigyan specializes in tax strategies for small businesses in Massachusetts, bringing 29 years of experience and a CFP® certification to navigate complex local tax rules like the "Millionaire's tax." She works at Northstar Financial Companies, which serves closely held businesses with a goals-based investment approach and discretionary management, charging a 1.25% AUM fee, distinguishing her from advisors with different fee structures or less local tax focus.
Experience: 29 years
Avg account: $1,017,751
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David L
CFP®
Newton Centre, MA
The Family Financial Group
David Lehmann specializes in tax strategies for small businesses in Massachusetts, leveraging 17 years of experience and CFP® certification to navigate local tax complexities like the "Millionaire's tax." Operating independently with a flat-fee structure, he serves high-net-worth clients and integrates tax preparation through his affiliated CPA firm, offering coordinated financial planning and small-business consulting that distinguishes him from other advisors in the area.
Experience: 17 years
Avg account: $0
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