Jeff Rossman is a Partner in the Litigation Practice Group. Jeff is a trusted advisor and counselor to his clients. He has extensive trial and appellate experience and has tried and argued cases in federal and state courts across the country. In addition to his substantial litigation experience, Jeff regularly counsels clients on litigation, tax and regulatory matters across the country, including acting as national counsel for several large eCommerce companies in which he advises and helps direct and implement national strategy. 

Jeff has extensive litigation experience including state and local tax matters as well as financial services litigation. 

State and Local Tax Experience

Jeff has served as national lead counsel for Expedia and its affiliates in more than 70 cases in 28 states brought by states, counties, and cities, as well as related consumer class actions, concerning the application of state and local taxes. Jeff has represented Expedia at all stages of tax litigation from the administrative level to state Supreme Court and federal court of appeals. In addition, Jeff counsels other technology clients in state and local tax, regulatory and litigation matters. Relevant experience includes:

  • Obtained complete defense verdict for Expedia after two week trial involving claims of statutory violations as well as consumer protection claims.
  • Successfully argued summary judgment on state-wide statutory claims.
  • Successfully argued appeal before the Third Circuit upholding dismissal of all claims on standing.

Financial Services Litigation Experience

Jeff also has substantial experience in financial services litigation, including, but not limited to, securities class and derivative actions, including cases alleging accounting irregularities, illegal trading and breaches of fiduciary duty. He regularly represents clients before the Securities and Exchange Commission (SEC) and other self-regulatory organizations. He also advises clients in connection with internal corporate investigations and shareholder and derivative litigation. Relevant experience includes:

  • Obtained favorable judgment, after trial, rejecting all claims against broker dealer in action relating to margin loans.
  • Achieved reversal of conviction in Seventh Circuit of healthcare fraud conviction.
  • Represented the Special Litigation Committee of a large real estate investment trust in connection with an independent investigation of various facts and circumstances raised in derivative demands, a filed derivative action, various books and records actions, and an SEC investigation.
  • Represented the Special Litigation Committee for a for-profit education company in connection with an independent investigation of alleged securities and accounting fraud in connection with a filed securities action and an SEC investigation.
  • Secured dismissal of securities class action complaint with prejudice on statute of limitation grounds.
  • Successfully prosecuted fraud claims against member of a captive insurance company.
  • Favorably resolved numerous interest rate swap valuation disputes with the Lehman Brothers estate.
  • Successfully defended trading companies in CFTC investigations.
  • Represented national accounting firm in SEC and Public Company Accounting Oversight Board enforcement actions relating to alleged accounting fraud.
  • Represented bond trustee in action to secure repayment of debt in bankruptcy action.

Prior to joining Freeborn, Jeff was a Partner in the Chicago office of McDermott Will & Emery LLP in the Trial Practice Group.

Honors & Awards: 

BTI Client Service All Star, one of approximately 300 lawyers recognized nationally by BTI Consulting Group through a survey of top legal decision makers at companies with more than $1 billion in revenues, 2019

Professional Activities: 
  • Chicago Bar Association
  • Illinois Bar Association
  • California Bar Association


J.D., University of Michigan Law School, cum laude
B.A., University of Michigan

State Bar Admissions


Federal Bar Admissions

  • United States District Court for the Northern District of Illinois
  • United States District Court for the Northern and Central Districts of California
  • United States Court of Appeals for the Third, Sixth, Seventh and Ninth Circuits