Top tax-loss harvesting financial advisors working with high-net-worth individuals in Bolingbrook, IL
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 have a large portfolio with investments that have lost value, tax-loss harvesting can help reduce your tax bill by selling those investments to offset gains. Without careful timing and strategy, you might miss opportunities to maximize these tax benefits or trigger unwanted tax consequences.
- Loss identification strategy. Ask how they pinpoint which investments to sell for the best tax impact, not just any losses.
- Wash sale awareness. Confirm they understand the rule that prevents repurchasing the same security within 30 days to ensure your losses count.
- High-net-worth focus. These advisors consider your overall tax bracket and investment goals to tailor harvesting strategies that fit your wealth level.
- Portfolio integration. Check how they balance tax-loss harvesting with your long-term investment plan to avoid disrupting your asset allocation.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Michael L
CFA®
Naperville, IL
Lakewood Asset Management, LLC
Michael Lannan specializes in tax-loss harvesting for high-net-worth clients, leveraging 19 years of experience and a CFA® designation to optimize tax strategies within wealth management. Based in nearby Naperville, IL, he offers flat-fee financial planning starting at $3,000 and employs a bottom-up, value-oriented investment approach, distinguishing him from advisors with different fee structures or investment styles.
Experience: 20 years
Avg account: $1,596,793
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Kyle D
Series 66
Naperville, IL
Fisher Investments
Kyle Davis specializes in tax-loss harvesting for high-net-worth clients, leveraging 11 years of experience and a Series 66 credential at Fisher Investments, a large firm known for discretionary portfolio management and diversified strategies. His background includes roles at major firms and real estate investment, offering a blend of active portfolio management and expertise in options and ESG investing, with a 1.50% AUM fee structure.
Experience: 12 years
Avg account: $1,664,526
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Dylan F
Series 65
Naperville, IL
Focus Partners Wealth, LLC
Dylan Fisher specializes in tax-loss harvesting and serves high-net-worth clients, making him capable of managing complex tax strategies for large portfolios. Based in nearby Naperville, IL, he offers flat-fee financial planning and employs a fundamentally based investment process with firm-managed model portfolios, distinguishing him from advisors who may rely solely on traditional fee structures or less integrated approaches.
Experience: 3 years
Avg account: $2,557,933
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Daniel D
Series 63, Series 66
Naperville, IL
Citigroup Global Markets
Daniel De Masi specializes in tax-loss harvesting and sustainable investing, serving high-net-worth clients from Naperville, IL, near Bolingbrook. With 19 years of experience at Citigroup Global Markets, he offers multi-asset, multi-manager strategies and negotiable fees up to 2% AUM, differentiating him through access to extensive in-house research and institutional resources.
Experience: 19 years
Avg account: $714,318
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Melissa W
Series 66
Naperville, IL
Creative Planning
Melissa Wajda specializes in tax-loss harvesting for high-net-worth clients, leveraging her Series 66 license and four years of industry experience at Creative Planning. Her firm emphasizes a financial planning-led approach with low-cost indexing and buy-and-hold strategies, supported by a large advisory team and comprehensive legal and retirement services, distinguishing her from other advisors in the Bolingbrook area.
Experience: 5 years
Avg account: $2,113,277
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