Top tax-loss harvesting financial advisors in Kissimmee, FL
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 investments that have lost value, tax-loss harvesting can help you reduce your federal income tax bill by selling those investments to offset gains. Without careful planning, you might miss opportunities to maximize these tax benefits or accidentally trigger unwanted tax consequences.
- Federal tax focus. Since Florida has no state income tax, ask how the advisor prioritizes federal tax strategies alongside property and sales tax considerations.
- Wash sale rule awareness. Confirm they understand the rule that prevents claiming a loss if you buy a substantially identical security within 30 days.
- Portfolio impact. Discuss how harvesting losses fits with your overall investment goals, not just tax savings.
- Timing and frequency. Ask how often they review your portfolio for harvesting opportunities to avoid missing key windows.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Christopher I
Series 63, Series 66
Kissimmee, FL
Savvy
Christopher Ishack specializes in tax-loss harvesting and related strategies like concentrated stock management and options, making him well-suited for clients in Kissimmee seeking to optimize federal tax outcomes. His 14 years of experience, flat-fee and negotiable AUM pricing, and affiliation with Savvy—which uses a blend of index-based and active equity approaches—distinguish him from other advisors by offering tailored, tax-aware investment solutions for high earners and business owners.
Experience: 14 years
Avg account: $1,062,133
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Tyson H
Series 66
Kissimmee, FL
Edward Jones
Tyson Hughes specializes in tax-loss harvesting and wealth management, leveraging his Series 66 designation and five years of industry experience in Kissimmee, FL. Working with Edward Jones, a large firm managing over $1 trillion in assets, he offers a program fee up to 1.35% annually and serves a diverse client base including retirees and business owners, providing access to both discretionary and non-discretionary strategies.
Experience: 5 years
Avg account: $246,728
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Robert G
CFP®, Series 66
Kissimmee, FL
OSAIC
Robert Gole's 17 years of experience and CFP® certification equip him to handle tax-loss harvesting strategies effectively in Kissimmee, FL. Working with OSAIC, a large firm offering flat-fee structures and integrated brokerage and advisory services, he supports diverse clients including high-net-worth investors and pension plans, using asset-allocation tools and automated rebalancing to align tax strategies with overall investment goals.
Experience: 17 years
Avg account: $398,336
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Vincent P
Series 63, Series 65
Kissimmee, FL
Merrill
Vincent Paolo specializes in tax-loss harvesting and active portfolio management, making him well-equipped to help clients in Kissimmee, FL, reduce federal income tax liabilities through strategic investment adjustments. Affiliated with Merrill, a large firm offering model-based and discretionary strategies, he brings six years of experience and holds Series 63 and 65 licenses, distinguishing him with a blend of firm resources and personal expertise including real estate ownership.
Experience: 6 years
Avg account: $860,085
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Grace P
Series 65
Kissimmee, FL
Cetera
Grace Pattison's expertise in tax-loss harvesting and wealth management, combined with over 31 years of experience and a Series 65 credential, equips her to address complex tax strategies in Kissimmee, FL. Operating within Cetera, a large SEC-registered firm, she offers flexible fee structures including flat fees and hourly consulting, and serves a diverse client base including business owners and executives.
Experience: 31 years
Avg account: $306,089
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