Top business sale tax planning 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.
Selling a business in Massachusetts triggers complex tax decisions that can significantly affect your net proceeds. Without expert guidance, you might overlook key deductions or timing strategies that reduce your tax burden.
- Capital gains timing. Ask how they plan the sale date to optimize your tax bracket and minimize immediate tax hits.
- State-specific rules. Confirm their knowledge of Massachusetts tax laws that differ from federal rules and impact your sale.
- Post-sale tax planning. Inquire about strategies for managing taxes on sale proceeds, including estimated payments and reinvestment options.
- Coordination with your CPA. Ensure they work closely with your tax preparer to align sale reporting and tax filings accurately.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Rodney L
Series 63, Series 66
Boston, MA
Flagship Harbor Advisors, LLC
Rodney Laurenz specializes in business sale tax planning in Massachusetts, leveraging 23 years of experience and expertise in private investments and retirement plans for business owners. His firm, Flagship Harbor Advisors, manages $3.42 billion in assets with a diverse investment approach including mutual funds and ETFs. Offering flat fees ranging from $300 to $15,000, Rodney provides seasoned, independent advice suitable for business owners seeking comprehensive tax and wealth management strategies.
Experience: 24 years
Avg account: $464,071
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Christopher B
Series 63, Series 65
Boston, MA
Prosperity - An EisnerAmper Company
Christopher Barrett specializes in business sale tax planning in Massachusetts, offering expertise in retirement income strategy and tax strategies for small businesses. He operates independently with a flat-fee structure starting around $5,000, catering to high-net-worth clients. His firm, Prosperity - An EisnerAmper Company, emphasizes diversified portfolios and integrated pension consulting, distinguishing him from others by combining tax planning with comprehensive investment and estate services.
Experience: 7 years
Avg account: $2,098,811
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Matthew G
Series 63, Series 65
Boston, MA
SVB Wealth
Matthew Giuttari specializes in business sale tax planning in Massachusetts, offering expertise in retirement plans for business owners and business succession planning. Operating from Boston with SVB Wealth, he serves high-net-worth clients and provides flat-fee and AUM-based fee structures. His background includes roles at Silicon Valley Bank and First Citizens, giving him a broad perspective on financial planning for business owners compared to other advisors in the area.
Experience: 4 years
Avg account: $2,365,410
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Christopher N
CFP®, Series 66
Northborough, MA
Truenorth Financial Planning
Christopher Noonan specializes in business sale tax planning in Massachusetts, offering expertise in active portfolio management and tax-loss harvesting to optimize post-sale tax outcomes. As a CFP®-certified independent advisor serving high-net-worth clients, he provides flat-fee investment management and retainer-based financial planning, distinguishing himself with a tactical allocation approach and personalized service as the sole advisor at TrueNorth Financial Planning in Northborough.
Experience: 1 year
Avg account: $747,009
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Jeffrey S
CFA®
Concord, MA
AVK Partners
Jeffrey Sinder specializes in business sale tax planning in Massachusetts, offering expertise in exit strategies and cash flow management tailored for high-net-worth clients. His firm, AVK Partners, employs a strategic asset allocation approach blending passive and active investments, and provides flat-fee and hourly pricing options, distinguishing him from others by combining tax planning with comprehensive investment management and educational support.
Experience: 4 years
Avg account: $1,127,844
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