Seasoned financial advisors working with self-employed clients in Cambridge, 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.
If you're self-employed, you face unique challenges like managing irregular income and planning for taxes that can be more complex than for salaried workers. A common mistake is treating your finances like a regular paycheck scenario, which can lead to cash flow problems or unexpected tax bills. Seasoned advisors bring decades of experience navigating these issues, helping you anticipate and adapt to your business's ups and downs.
- Cash flow management. Ask how they help smooth income fluctuations to cover expenses and taxes throughout the year.
- Tax planning expertise. Confirm they understand self-employment taxes and local surcharges like the "millionaire's tax" in Massachusetts.
- Retirement options. Inquire about retirement plans suited for self-employed individuals, balancing contributions with business needs.
- Business and personal finance integration. See how they coordinate your business finances with your personal goals to avoid surprises.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Todd S
CFP®, Series 63, Series 65
Boston, MA
Schwab Wealth Advisory
Todd Stockwell's 31 years of experience and CFP® certification equip him to address the complex financial needs of self-employed clients, including tax-loss harvesting and active portfolio management. Based in nearby Boston, he works with Schwab Wealth Advisory, a large firm offering integrated wealth management and proprietary asset-allocation models, which may provide broader resources compared to smaller practices.
Experience: 32 years
-
Walter K
Series 63, Series 65
Boston, MA
LPL Enterprise
Walter Kwan's 34 years of experience and focus on self-employed and founder clients equip him to address the unique financial challenges of irregular income and tax complexities. Operating within LPL Enterprise, a large firm offering flat-fee planning and integrated advisory and insurance services, he provides a broad range of solutions that may suit self-employed individuals seeking comprehensive support near Cambridge, MA.
Experience: 34 years
Avg account: $239,757
-
Peter H
CFP®, ChFC®, Series 63, Series 66
Newtown Center, MA
Guardian Life
Peter Holmes brings 30 years of experience advising self-employed clients and founders, offering expertise in business exit strategies and tax-loss harvesting. Affiliated with a large firm, he provides flexible fee options including flat fees and subscription plans, which may suit those seeking comprehensive financial and business consulting beyond typical investment management.
Experience: 30 years
Avg account: $230,599
-
Kirk C
Series 63, Series 65
Lexington, MA
Innovative Advisory Group
Kirk Chisholm brings over two decades of experience advising self-employed clients, including expertise in retirement plans like SEP and solo 401(k), which are crucial for business owners managing irregular income. Based in nearby Lexington, MA, he offers flexible fee structures including flat fees and hourly rates, and his firm employs a multi-strategy investment approach, setting him apart from others who may focus solely on traditional asset management.
Experience: 23 years
Avg account: $643,624
-
Andrea B
CFP®, Series 63, Series 65
Medford, MA
Voya financial Advisors, Inc.
Andrea Bates brings over three decades of experience advising self-employed clients, with specialties in retirement planning and business ownership considerations, making her well-equipped to address the unique financial challenges faced by self-employed individuals. Based in nearby Medford, MA, she offers flat-fee and hourly consulting options through Voya Financial Advisors, a large firm known for diverse investment strategies and comprehensive financial planning services.
Experience: 34 years
Avg account: $236,678
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Cambridge, 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")