CFP®-certified, real estate investing financial advisors in Chicago, 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're investing in real estate, you need an advisor who understands how to balance property risks and returns in your overall portfolio. A common mistake is treating real estate like any other investment, ignoring its unique cash flow and tax implications.
- Property cash flow focus. Look for advisors who analyze rental income and expenses, not just property appreciation.
- Local market insight. Chicago's real estate market has its quirks; ask how they incorporate neighborhood trends and property taxes into your plan.
- Tax planning expertise. Even though Illinois doesn't tax retirement income, property taxes can be high—confirm how they help manage these costs.
- Portfolio integration. Ensure they consider how real estate fits with your other investments and long-term goals.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Joseph S
CFP®, Series 63, Series 65
Chicago, IL
Lake Street
Joseph Stock's expertise in real estate investing and active portfolio management, combined with his CFP® certification and 13 years of industry experience, equips him to address the unique cash flow and tax considerations of Chicago's property market. As a managing partner at Lake Street, he offers flat-fee financial consulting and serves high-net-worth clients, emphasizing institutional cost structures and global diversification, which may appeal to investors seeking comprehensive portfolio integration.
Experience: 13 years
Avg account: $1,693,909
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Daniel M
CFP®, Series 66
Chicago, IL
Brighton Jones LLC
Daniel Moore's 14 years of experience and CFP® certification equip him to address the complexities of real estate investing in Chicago, including property cash flow and tax implications. At Brighton Jones LLC, he serves high-net-worth clients with a Personal CFO model, offering flat-fee financial planning and access to private investments, distinguishing him from advisors with more traditional fee structures and broader client bases.
Experience: 14 years
Avg account: $4,956,930
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Jessica G
CFP®
Chicago, IL
Stevard LLC
Jessica Garner's CFP® certification and six years of experience equip her to address the complexities of real estate investing in Chicago, including property cash flow and tax implications. At Stevard LLC, she supports high-net-worth clients with family office services, integrating real estate within multi-asset portfolios and offering comprehensive solutions like tax compliance and estate planning, distinguishing her from advisors with narrower focuses.
Experience: 7 years
Avg account: $3,063,663
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Jacob B
CFP®, ChFC®, Series 65
Chicago, IL
Konza Global Wealth Group
Jacob Bossert, a CFP® and ChFC® based in Chicago, offers expertise in private and alternative investments, which can complement real estate investing strategies. With a flat-fee financial planning option up to $5,000 and experience at Konza Global Wealth Group, he supports diverse client types including individuals and pension plans, using both fundamental and quantitative investment approaches.
Experience: 4 years
Avg account: $1,117,841
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Sedrick M
CFP®, Series 63, Series 66
Chicago, IL
Charles Schwab
Sedrick Mc Donald's expertise in real estate investing and multi-state taxation, combined with his CFP® certification, equips him to address Chicago's unique property cash flow and tax challenges. Working at Charles Schwab, a large firm serving high-net-worth clients with a 0.80% AUM fee, he offers access to discretionary managed accounts and integrates real estate within broader portfolio strategies.
Experience: 6 years
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