Top tax strategies for small businesses financial advisors working with high-net-worth individuals
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 want to keep more of your earnings, you need an advisor who understands tax strategies tailored to your business type and size. Without this expertise, you might miss deductions or credits that could lower your tax bill significantly. High-net-worth advisors here often bring experience managing complex tax situations alongside wealth preservation.
- Business structure insight. Confirm how they evaluate your business entity (LLC, S-corp, etc.) to optimize tax outcomes.
- Expense categorization. Ask how they identify deductible expenses unique to your industry to reduce taxable income.
- Tax timing strategies. See if they plan income and expenses across years to smooth tax liabilities and avoid surprises.
- Integration with personal taxes. Ensure they coordinate your business tax planning with your personal returns for a full financial picture.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Kenneth B
Series 63, Series 65
Portland, ME
Headinvest
Kenneth Blaschke specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients optimize their tax outcomes through a holistic, asset-allocation driven approach that emphasizes tax efficiency. Based in Portland, ME, he offers flat-fee financial planning typically ranging from $3,000 to $5,000 and brings 16 years of experience, distinguishing him with a focus on discretionary portfolio management using low-cost ETFs.
Experience: 16 years
Avg account: $1,915,704
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Jeffrey M
CFP®, ChFC®, Series 66
Greenville, DE
Investment Management & Planning LLC
Jeffrey Macdonald specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients optimize their tax outcomes through tailored business structure evaluation and expense categorization. Based in Greenville, DE, he brings 18 years of experience and offers negotiable fee structures, combining comprehensive financial planning with portfolio management via LPL Financial platforms, which distinguishes him from other advisors in this space.
Experience: 18 years
Avg account: $466,894
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Todd C
Series 63, Series 65
Lake Oswego, OR
Executive Investment Services, LLC
Todd Caudle specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients optimize their business tax outcomes. With 36 years of experience and a flat-fee consulting option ranging from $1,500 to $5,000, he offers seasoned, independent advice from Lake Oswego, OR, integrating investment management with executive-benefit services for comprehensive financial planning.
Experience: 36 years
Avg account: $1,299,496
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Kevin L
CFP®, Series 65
Reston, VA
Oakton Financial, LLC
Kevin Lozer specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients optimize their tax outcomes and preserve wealth. Operating independently at Oakton Financial, LLC in Reston, VA, he offers a boutique, limited-client model without AUM fees, emphasizing tax-aware investments and strategic asset allocation, which differentiates him from advisors who may charge percentage-based fees or have larger client loads.
Experience: 18 years
Avg account: $2,264,578
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Christopher P
CFP®, Series 63, Series 65
Goshen, NY
Great Path Planning
Christopher Pollard specializes in tax strategies for small businesses, making him well-suited to help high-net-worth clients optimize their tax outcomes through tailored planning. With 17 years of experience, CFP® certification, and ownership of a tax services firm, he offers flat-fee and hourly consulting options, focusing on passive index investing and serving both individual and business clients from Goshen, NY.
Experience: 17 years
Avg account: $2,488,094
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