Education

• University of Illinois Chicago School of Law, J.D., 2008
• DePaul University, Accounting Studies (non-degree), 2010
• University of Illinois at Urbana-Champaign, B.A., Economics, 2005

Bar Admissions

• Illinois

• Represented a family estate in planning strategies, including the sales of interests in entities and creation of trusts beneficial for estate tax purposes.
• Represented an oil and gas company in a restructure of certain tax benefits.
• Represented a family estate in the simplification of business holdings and estate planning.
• Represented various high net worth individuals in drafting estate plans, including revocable trusts, wills and powers of attorney for property and healthcare.
• Advised one of the nation’s largest operators for barges in tax structure and tax research related to purchases and acquisitions.
• Advised various entities with respect to the BE-10 disclosure requirements.
• Represented several high net worth individuals in the creation of private foundations and charitable trusts, including ensuring they meet certain requirements under the IRS.
• Assisted a high net worth individual with navigating 1031 exchange requirements.
• Represented a Chicago-based digital healthcare agency in its sale to a global commercialization partner for the life sciences industry.

• Gould & Ratner Selects Practice Chairs, Vice-Chairs, February 18, 2024
• Gould & Ratner Selects Practice Chairs, Announces New Vice Chair Role, March 13, 2023
• Five Gould & Ratner Lawyers Named Illinois Super Lawyers and Rising Stars for 2023, January 24, 2023
• Eight Gould & Ratner Lawyers Named Illinois Super Lawyers and Rising Stars for 2022, January 28, 2022
• Gould & Ratner Recently Closed the Sale of closerlook to Fishawack Health, June 9, 2021
• The Natural Segue Between Tax Compliance and Estate Planning: Jennifer Tolsky Promoted to Partner at Gould & Ratner, May 8, 2019
• Jennifer Tolsky Named Partner at Gould & Ratner, April 25, 2019

• Jennifer Tolsky Spoke on a Panel with the Chicago Estate Planning Council, April 11, 2022
• Fred Tannenbaum, Jennifer Tolsky and Ilana Bley Participated in an AICC Tax Seminar, December 7, 2021
• Jennifer Tolsky Spoke at an IICLE Webcast, March 24, 2021

• National Estate Planning Awareness Week , October 23, 2024
• SECURE 2.0 Act of 2022 Makes Big Changes to Retirement Plans , January 12, 2023
• IRS Issues Proposed Regulations Affecting Inherited Retirement Accounts Under the SECURE Act , April 26, 2022
• Proposed Federal Tax Changes Take Aim at Wealthy Businesses and Individuals , October 7, 2021
• IRS Notice Provides Relief for Renewable Energy Construction Projects , July 26, 2021
• Pending Changes to Illinois Tax Laws Include SALT Workaround , June 4, 2021
• New Stimulus Allows Faster Depreciation of Certain Residential Rental Property Held by Electing Real Property Trades or Businesses , January 14, 2021
• Why Taxpayers May Want to File a Protective Claim With the IRS for a Refund of ACA-Related Taxes , July 9, 2020
• Low Interest Rates May Provide Planning Opportunity , April 17, 2020
• How the SBA’s Affiliation Rules May Affect Your Loan Eligibility for COVID-19 Economic Relief , April 15, 2020
• IRS Automatically Postpones Additional Payment, Filing Deadlines to July 15 , April 14, 2020
• IRS Issues COVID-19 Tax Credit Details and Instructions , April 1, 2020
• CARES Act Provides Tax Relief to Individuals, Businesses Impacted by COVID-19 , March 30, 2020
• Some Employers Eligible for Reimbursement of Employee Paid Leave Related to COVID-19 , March 24, 2020
• Illinois Allows Easier Way For Remote Retailers to Collect Sales Tax , July 16, 2019
• New Opportunity Zones Guidance from IRS Clarifies Key Provisions of Program , June 5, 2019
• The New Limited Interest Deduction: Good For Business? , February 5, 2018