Top tax-loss harvesting financial advisors working with high-net-worth individuals in Naperville, 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 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 timing. Ask how they spot and decide when to sell losing investments to best offset gains.
- Wash sale rule awareness. Confirm they understand the rule that prevents repurchasing the same security within 30 days to avoid disallowed losses.
- High-net-worth focus. Look for advisors who tailor harvesting strategies to complex portfolios and tax situations common among high-net-worth individuals.
- Coordination with overall tax plan. Ensure they integrate harvesting with your broader tax and investment goals, not just isolated transactions.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Todd M
Series 65
Naperville, IL
Lakewood Asset Management, LLC
Todd Mick specializes in tax-loss harvesting for high-net-worth clients in Naperville, leveraging 11 years of experience and a Series 65 license. His firm, Lakewood Asset Management, employs a fundamental, long-term value investment approach and offers both discretionary portfolio management and standalone financial planning with a flat financial planning fee starting at $3,000, distinguishing him from advisors with different fee structures or investment styles.
Experience: 11 years
Avg account: $1,596,793
-
Kyle D
Series 66
Naperville, IL
Fisher Investments
Kyle Davis specializes in tax-loss harvesting for high-net-worth clients in Naperville, leveraging 11 years of experience and a Series 66 credential. Working with Fisher Investments, a large firm known for discretionary portfolio management and a centralized investment process, he offers a 1.50% AUM fee and expertise in active portfolio management and ESG investing, distinguishing him from other advisors in the area.
Experience: 12 years
Avg account: $1,664,526
-
Dylan F
Series 65
Naperville, IL
Focus Partners Wealth, LLC
Dylan Fisher specializes in tax-loss harvesting for high-net-worth clients in Naperville, IL, leveraging a fundamentally based investment process and firm-managed model portfolios. His flat-fee structure for financial planning and experience with diverse client types, including nonprofits and retirement plans, distinguish him from others, despite having two years of industry experience and a Series 65 credential.
Experience: 3 years
Avg account: $2,557,933
-
Daniel D
Series 63, Series 66
Naperville, IL
Citigroup Global Markets
Daniel De Masi specializes in tax-loss harvesting for high-net-worth clients in Naperville, leveraging 19 years of experience and Series 63 and 66 licenses. Affiliated with Citigroup Global Markets, he offers access to multi-asset, multi-manager strategies and negotiable fees up to 2.00% annually, distinguishing him from advisors at smaller firms with less comprehensive investment resources.
Experience: 19 years
Avg account: $714,318
-
Melissa W
Series 66
Naperville, IL
Creative Planning
Melissa Wajda specializes in tax-loss harvesting for high-net-worth clients in Naperville, leveraging her Series 66 license and four years of industry experience. She operates within Creative Planning, a large firm known for a financial planning-led investment process emphasizing low-cost indexing and buy-and-hold strategies, offering flat-fee and negotiable hourly options that accommodate complex financial needs.
Experience: 5 years
Avg account: $2,113,277
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Naperville, IL
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 introductions are provided by FinanceHQ LLC (“FHQ”), a wholly-owned subsidiary of Warmer and an SEC-registered investment advisor. We receive compensation from certain participating advisors for introductions or referrals. This creates a conflict of interest because we have an incentive to recommend advisors who compensate us, including those who pay us more. You pay no fee to use our matching service, and advisor fees are not increased because of a referral or introduction. We do not review the ongoing performance of advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to our Terms of Service and Advisory Agreement, and acknowledge our Privacy Policy. Please review FHQ’s ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. (“Warmer”)