Top tax strategies for small businesses financial advisors working with high-net-worth individuals 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 own a small business and face complex tax decisions, you need an advisor who understands how business taxes affect your personal wealth. Without this insight, you might miss opportunities to reduce your overall tax burden or mismanage cash flow.
- Business and personal tax integration. Look for advisors who connect your business tax strategies directly to your personal financial goals.
- Entity structure expertise. Ask how they evaluate your business type (LLC, S-corp, etc.) to optimize tax outcomes.
- Cash flow impact. Confirm they consider how tax strategies affect your business’s day-to-day finances, not just year-end results.
- High-net-worth focus. These advisors understand the unique challenges of managing substantial assets alongside small business taxes.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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David L
CFP®
Newton Centre, MA
The Family Financial Group
David Lehmann specializes in tax strategies for small businesses, integrating business and personal tax planning to help high-net-worth clients in Massachusetts optimize their overall tax burden. With 17 years of experience, CFP® certification, and a flat-fee structure, he operates independently at The Family Financial Group, offering comprehensive services including estate planning and small-business consulting, which distinguishes him from advisors focused solely on investment management.
Experience: 17 years
Avg account: $0
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Christopher B
Series 63, Series 65
Boston, MA
Prosperity - An EisnerAmper Company
Christopher Barrett specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients in Massachusetts navigate complex business and personal tax integration. His firm, Prosperity - An EisnerAmper Company, offers comprehensive services including investment, tax, estate, and retirement planning, with a focus on asset allocation and diversified portfolios, distinguishing him from others by combining tax expertise with broad financial planning and discretionary management options.
Experience: 7 years
Avg account: $2,098,811
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Todd B
Series 63, Series 65
Wilmington, MA
Brisbois Capital Management LLC
Todd Brisbois specializes in tax strategies for small businesses, integrating business tax planning with personal financial goals, which is crucial for high-net-worth clients in Massachusetts managing complex tax situations. His firm offers a comprehensive approach including investment management and insurance reviews, with a negotiable, step-scaled fee structure and hourly consulting options, distinguishing him from others by combining advisory and insurance services in Wilmington, MA.
Experience: 25 years
Avg account: $704,891
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Andre F
CFP®, Series 66
Westwood, MA
Stage Harbor Financial
Andre Fernandes specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients in Massachusetts navigate complex business and personal tax integration. With 22 years of experience, CFP® certification, and a flat-fee structure ranging from $3,000 to $20,000, he offers seasoned, independent advice through Stage Harbor Financial's multi-adviser team and tax-aware investment approach, differentiating him from advisors with less comprehensive business tax expertise.
Experience: 22 years
Avg account: $3,150,843
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Roberta T
CFP®, Series 66
Bedford, MA
White Lighthouse Investment Management, Inc.
Roberta Tondo specializes in tax strategies for small businesses, making her well-suited to address the complex tax decisions faced by high-net-worth small business owners in Massachusetts. Her nine years of experience, CFP® certification, and focus on cross-border tax planning and retirement plans for business owners distinguish her from others, while her flat-fee structure and independent status offer transparent and personalized service.
Experience: 10 years
Avg account: $2,267,864
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