Top income planning financial advisors in Pittsfield, 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.
Income planning becomes crucial when you face complex tax situations, like the 'Millionaire's tax' in Massachusetts that adds extra surtax on high income. Without a focused approach, you might overlook how this surtax impacts your cash flow and tax liabilities.
- Surtax impact analysis. Confirm how the advisor incorporates the additional state surtax into your income projections and tax planning.
- Cash flow sequencing. Ask how they plan distributions to manage your income levels and minimize tax spikes.
- Coordination with tax professionals. Effective income planning requires syncing with your tax preparer to handle estimated payments and avoid surprises.
- Long-term income strategy. Look for advisors who consider how your income sources evolve over time, not just immediate tax effects.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Patrick H
Series 65
Pittsfield, MA
Hanley & Associates LLC
Patrick Hanley specializes in income planning and retirement plans for business owners, making him well-suited to address complex tax situations like Massachusetts' surtax. Operating independently in Pittsfield, MA, his firm offers non-discretionary management and access to third-party portfolio managers, with fees including a 1% AUM charge and negotiable hourly consulting rates, distinguishing him from advisors with different fee structures or management styles.
Experience: 3 years
Avg account: $251,507
-
Melissa M
Series 65
Pittsfield, MA
Cascade Wealth Management Solutions Inc.
Melissa Mason specializes in income planning in Pittsfield, MA, with expertise in cash flow, budgeting, and tax planning, which is essential for managing complex tax situations like Massachusetts' surtax. Her firm offers discretionary asset management and personalized investment programs, charging 2.75% annually on assets under management or $300 hourly, distinguishing her independent approach and tailored services from others.
Experience: 1 year
Avg account: $217,850
-
James R
CFP®, Series 63
Pittsfield, MA
Dollar & Sense
James Rose in Pittsfield, MA specializes in income planning with a strong tax-first approach, integrating tax consulting and retirement planning. With 21 years of experience and CFP® certification, he offers flat-fee and hourly options, focusing on no-load mutual funds and ETFs, which distinguishes him from others by combining tax expertise with long-term investment strategies.
Experience: 21 years
Avg account: $0
-
Kenneth W
Series 63
Pittsfield, MA
Ameriprise
Kenneth Whitestone specializes in income planning and retirement income strategy, making him well-suited to address complex tax situations like Massachusetts' surtax. With 38 years of experience at Ameriprise, a large firm offering comprehensive advisory and insurance solutions, he serves clients approaching retirement and charges a 0.15% AUM fee, providing a seasoned approach compared to smaller firms.
Experience: 39 years
Avg account: $471,167
-
Lauren B
Series 65
Dalton, MA
Berkshire Money Management, Inc.
Lauren Beckett specializes in income planning and offers expertise in trust structures and college savings, which can be crucial for managing complex tax situations like Massachusetts' surtax. Operating from Dalton, MA, she provides flat-fee consulting and financial planning services within a firm managing over $1 billion, emphasizing diversified portfolios and client-specific strategies, distinguishing her from other advisors in the Pittsfield area.
Experience: 8 years
Avg account: $1,347,757
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Pittsfield, 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 referrals are provided by FinanceHQ LLC ("FHQ"), a wholly-owned subsidiary of Warmer and an SEC-registered investment adviser. We may be compensated by participating advisors. You pay no fee to use our matching service, and advisor fees are not increased because of a referral. We do not supervise advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to the Warmer Terms of Service and FHQ Advisory Agreement, and acknowledge Warmer's Privacy Policy. Please review FHQ's ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. ("Warmer")