Top financial advisors working with high-net-worth individuals and clients approaching retirement 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 nearing retirement, you likely face decisions about how to draw down your savings and manage income streams to last through your lifetime. A common mistake is underestimating how long your money needs to last or overlooking the impact of property taxes on your budget.
- Income sequencing. Ask how they plan withdrawals from different accounts to balance taxes and cash flow over time.
- Longevity risk management. Confirm they consider your life expectancy and potential healthcare costs when recommending strategies.
- Estate planning integration. See if they coordinate retirement income plans with your wishes for passing assets to heirs.
- High-net-worth nuances. Discuss how they address complexities like multiple income sources and tax implications unique to wealthier clients.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Jared G
VerifiedSeries 65, Series 66, Series 7, RICP®
Chicago, IL
Stirlingshire Investments
Jared Goldstine specializes in retirement planning for high-net-worth individuals approaching retirement in Chicago, leveraging 8 years of experience and a Retirement Income Certified Professional (RICP) designation. His firm, Stirlingshire Investments, combines advanced AI-driven portfolio management with personalized wealth strategies, offering a 2% annual AUM fee and serving both individual and institutional clients, which distinguishes him from other advisors in the area.
Experience: 8 years
Avg account: $236,582
-
Rachel I
CFP®, Series 66
Chicago, IL
UBS Financial Services
Rachel Irons specializes in retirement planning and cash flow management, making her well-suited for high-net-worth clients approaching retirement in Chicago. With 20 years of experience at UBS Financial Services, a large firm offering fee-based planning and institutional trading, she also brings expertise in equity compensation tax strategy and serves executive and founder clients.
Experience: 20 years
Avg account: $693,691
-
Katherine F
Series 63, Series 65
Chicago, IL
TIAA-CREF
Katherine Fox specializes in serving high-net-worth clients approaching retirement in Chicago, leveraging 17 years of experience and expertise in retirement plans for business owners and estate planning guidance. Affiliated with TIAA-CREF, a large firm known for model-based and customized portfolio management, she offers a 0.30% annual AUM fee and serves clients including educators and founders, providing tailored strategies for complex retirement income and estate needs.
Experience: 18 years
Avg account: $523,144
-
Edward G
Series 63, Series 66
Oak Park, IL
Equitable Advisors
Edward Goldschmidt Jr. specializes in retirement income strategy and Social Security optimization, making him well-suited for high-net-worth clients approaching retirement in the Chicago area. With 23 years of experience at a large firm, Equitable Advisors, he offers a range of fee structures and serves Baby Boomer clients, combining financial planning with insurance brokerage expertise to address complex wealth management needs.
Experience: 23 years
Avg account: $570,841
-
Vincent D
VerifiedCFP®, Series 65
Chicago, IL
RISE Investment Management, LLC
Vincent De Crow specializes in retirement withdrawal strategies and tax-loss harvesting, making him well-suited for high-net-worth clients approaching retirement in Chicago. His firm, RISE Investment Management, emphasizes long-term equity ownership and tax efficiency, offering private placements and diversified portfolios, with flexible fee options including flat fees and AUM-based rates.
Experience: 4 years
Avg account: $1,091,338
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Chicago, 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 referrals are provided by FinanceHQ LLC ("FHQ"), a wholly-owned subsidiary of Warmer and an SEC-registered investment adviser. We may be compensated by participating advisors. You pay no fee to use our matching service, and advisor fees are not increased because of a referral. We do not supervise advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to the Warmer Terms of Service and FHQ Advisory Agreement, and acknowledge Warmer's Privacy Policy. Please review FHQ's ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. ("Warmer")