Winslow Financial LLC
Data sourced from SEC public records (and other sources when available). Refreshed weekly • Updated today.
About
The firm advises individuals, families, trusts, estates, charitable organizations, corporations and retirement plans. It provides investment management and both comprehensive and limited financial planning, and the brochure also notes tax preparation services are offered by a CPA on the team; the firm states it has no account minimum.
Investment advice is built around Modern Portfolio Theory and asset allocation, with a preference for diversified mutual funds and ETFs and selective use of individual stocks for higher‑risk clients. Winslow operates on a non‑discretionary basis—securing client permission before effecting trades—reviews accounts periodically (generally quarterly), and generally uses Fidelity as its primary custodian.
What is most distinctive is that the firm reports nearly all client assets are managed non‑discretionarily (the brochure lists non‑discretionary AUM on the books), a model that is uncommon among similar team firms. The advisory team also includes actuarial expertise and provides tax preparation services by a CPA (while not operating an affiliated accounting firm), combining investment, actuarial and tax capabilities that may set it apart from peers of comparable size.
Client services
Expertise
Fee options
Financial planning fixed fees ranging from $250 to $40,000 or more
0.00% to 1.50% annually
$50 to $400 per hour
Fee-only: Hourly fees range from $50 to $400 per hour; Fixed fees range from $250 to $40,000 or more for financial planning
Main office
See office11 N Skokie Hwy, Suite 306
Lake Bluff IL 60044
Advisors at this office
3
Offices (2)
Most active in
California · Florida · Illinois · Ohio · Texas · Wisconsin
Disclosures
Exclamation point means they have disclosures of this type. Check mark means no disclosures of this type were found.
Business activities & affiliations
Is active or affiliated with:
Accountant / CPA / tax prep
They offer tax and accounting services, typically for separate fees.
Is not active or affiliated with:
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Insurance agent
They sell insurance products and may earn commissions on those sales.
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Broker-dealer / trader
They provide brokerage services and may earn transaction-based compensation in addition to advisory fees.
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Bank
They're affiliated with a bank that may offer its own financial products and services.
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Trust company
They provide trust and estate administration services, typically for separate fees.
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Fund sponsor
They manage or sponsor investment funds and may earn management or performance-based fees if clients invest in them.
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Lawyer
They provide legal services, typically billed separately.
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Real estate agent
They facilitate real estate transactions and may earn commissions.
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Other specialized services
They may provide services such as pension consulting or municipal advisory work, typically for separate fees.
Forms ADV
Advisors at this firm
Jaana V
Series 65
Lake Bluff, IL
Winslow Financial LLC
Jaana Virta Gupta is a financial advisor at Winslow Financial LLC with a Series 65 designation and five years of professional experience, including roles at Redfin Corporation and self-employment. Her background spans various positions from 2015 to the present, involving work at multiple firms prior to joining Winslow Financial. Winslow Financial LLC advises individuals, families, trusts, estates, charitable organizations, corporations, and retirement plans, providing investment management and financial planning services. The firm employs a Modern Portfolio Theory approach, managing accounts on a non-discretionary basis with an emphasis on asset allocation and diversification.
Daniel W
Series 65
Lake Bluff, IL
Winslow Financial LLC
Daniel Winslow is a financial advisor at Winslow Financial LLC with 20 years of industry experience. He holds a Series 65 designation and is also a Certified Public Accountant, providing tax preparation services on a project basis for some clients. Winslow is licensed as an insurance agent in Florida and Illinois and may offer certain fixed insurance products. Winslow Financial LLC serves individuals, families, trusts, estates, charitable organizations, corporations, and retirement plans, offering investment management and financial planning. The firm’s approach emphasizes asset allocation and diversification consistent with Modern Portfolio Theory, managing accounts on a non-discretionary basis with a focus on low trading frequency and client-directed decisions.
Randolph H
Series 65
Lake Bluff, IL
Winslow Financial LLC
Randolph Herzfeld is a financial advisor at Winslow Financial LLC with 17 years of industry experience. He holds a Series 65 designation and is the principal and founder of ActualWise Consulting LLC, an actuarial consulting firm. His prior experience includes roles at PRM Consulting Group, Centene, and Optum. Winslow Financial LLC advises individuals, families, trusts, estates, charitable organizations, corporations, and retirement plans, providing investment management and financial planning services. The firm employs a Modern Portfolio Theory approach with a focus on asset allocation and diversification, managing accounts on a non-discretionary basis for approximately 170 clients.
Harry S
Series 65
Indialantic, FL
Winslow Financial LLC
Harry Sherman is a financial advisor with Winslow Financial LLC in Indialantic, FL, holding a Series 65 designation and four years of industry experience. He has led Sherman Media & Marketing since 2017 and previously managed Sherman Media Company for over 30 years. Winslow Financial LLC advises individuals, families, trusts, estates, charitable organizations, corporations, and retirement plans, offering investment management, financial planning, and tax preparation services. The firm employs a non-discretionary investment approach based on Modern Portfolio Theory, using diversified mutual funds, ETFs, and selective individual stocks, with tax and actuarial expertise integrated into its service model.
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