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Richard Woolf is a knowledgeable litigator with a strong understanding of the law and a knack for strategic, outside-the-box thinking when it comes to analyzing civil lawsuits. Richard practices in state and federal courts in Missouri, Illinois and Tennessee. He has tried numerous cases as both first and second chair and has repeatedly obtained favorable results for his clients. Richard’s practice is concentrated in third party insurance defense and first party insurance litigation, as he regularly handles defense matters of all kinds and sizes, including complex property and casualty/liability cases, and first party matters, including insurance coverage analysis.

Richard has a straightforward approach when it comes to handling cases and working with clients: 1) communication; 2) team work; and 3) aggressiveness. These three core philosophies ensure that his clients are informed and regularly updated, that he is maximizing the skills and experience of those involved in any case he handles, and that he controls the litigation process and pace, where possible. This approach has consistently allowed Richard to successfully handle cases for his clients in an efficient manner.

For five years in a row, Richard has been recognized for his hard and successful work on behalf of his clients by being named as a Rising Star by Super Lawyers, a Thomson Reuters company, an honor given to only 2.5% of all practicing attorneys in Missouri and Kansas who have been practicing for less than 10 years or who are under the age of 40. Richard is also a national presenter on insurance litigation matters, including on various casualty and property topics, insurance coverage issues and efficient claims handling practices.

When not in the office, Richard enjoys working out, playing and watching sports, keeping up with current events, reading and spending time with his wife and two kids. A Tennessee native, Rich is a big fan of the Tennessee Titans and all sports associated with the University of Tennessee.


  • Missouri
  • Illinois
  • Tennessee
  • U.S. Court of Appeals, Eighth Circuit
  • USDC, Eastern District of Missouri
  • USDC, Western District of Missouri
  • USDC, Southern District of Illinois
  • USDC, Northern District of Illinois


  • Washington University School of Law, St. Louis, Missouri, Juris Doctorate
  • Yeshiva University, New York, New York, Bachelor of Arts, cum laude
    • Dean’s List

Memberships & Activities

  • Tennessee Bar Association
  • Missouri Organization of Defense Lawyers
  • The Illinois Bar Association
  • Claims & Litigation Management Alliance
  • The Missouri Bar Association
  • The Bar Association of Metropolitan St. Louis


  • Handling Fire Claims (CLM, December 2018)
  • Fool Me Once: A School, Daycare & Coverage Nightmare (PLRB Large Loss Conference, November 2018)
  • Fraud Claims (CLM, August 2018)
  • Negotiation Strategies (CLM, August 2018)
  • Evaluating Additional Insured Coverages (CLM, August 2018)
  • Assessing and Addressing Insurance Fraud (CLM, July 2018)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, March 2014)
  • Litigation 101 (CLM, July 2018)
  • Valuation, Depreciation, & Diminution of Value Challenges (PLRB Regional Adjusters Conference, June/September/October 2018)
  • Reservation of Rights (CLM, May 2018)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, April 2018)
  • Evaluating Additional Insured Coverage and Contractual Indemnity Issues (CLM, April 2018)
  • Premises Security Litigation (CLM, April 2018)
  • Negotiations 2.0 (CLM, March 2018)
  • Latent Defects & Exposure Claims: Special Topics (PLRB, Regional Adjusters Conferences, 2017)
  • Tips for Accurate Casualty Claims Evaluations (PLRB, Regional Adjusters Conferences, 2017)
  • Fundamentals of a Medical Malpractice Lawsuit and Legislative Update (MSMA, April 2017)
  • Fraudulent Claims: Identification, Investigation and Litigation (CLM, September 2017)
  • Negotiations 2.0 (CLM, February 2018)
  • Reservation of Rights (CLM, February 2017)
  • Practical Professionalism 2.0 (CLM, February 2017)
  • Assessing and Addressing Insurance Fraud (CLM, February 2017)
  • Legal Bill Review for Claims Professionals (CLM, June 2016)
  • Case Assessment and Evaluation (CLM, June 2016)
  • Litigation 103 (CLM, May 2016)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, April 2016)
  • Making Best Use of your Mediator (CLM, March 2016)
  • Multidiscipline Approach to Investigations (CLM St. Louis Chapter, August 2015)
  • Negotiation Strategies 2.0 (CLM, June 2015)
  • Negotiation Strategies for Claims Professionals (CLM, June 2015)
  • Premises Security Litigation (CLM, June 2015)
  • Negotiation Strategies (CLM, May 2015)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, March 2015)
  • Handling a Fire or Explosion Claim (CLM, December 2014)
  • Fraudulent Claims (CLM, November 2014)
  • Fundamentals of Litigation Management (CLM, October 2014)

Awards & Recognition

  • Selected for inclusion in Missouri & Kansas Super Lawyers® Rising Stars list, 2013-Present.

Super Lawyers Recognizes Nineteen Baker Sterchi Cowden & Rice Attorneys

11.15.18 | Nineteen Baker Sterchi Cowden & Rice attorneys have been recognized in the 2018 edition of Missouri & Kansas Super Lawyers and Rising Stars...

Community Involvement

  • Washington University School of Law
    • Adjunct Professor, Pretrial Procedure & Settlement, 2015-Present
  • Nusach Hari Bnai Zion Synagogue
    • Board of Directors, 2013 – Present
    • Executive Vice President, 2013-2017, 2019
  • Foundation for Individual Rights in Education (FIRE)
    • Legal Network Attorney
  • Community Youth Sports
    • Coach - Soccer, Basketball, Baseball, 2013-Present

Blog Posts

In a case of first impression, the Appellate Court of Illinois allows counsel to withdraw previously disclosed testifying expert

04.12.19 | The Illinois Appellate Court, First District, held that a party may timely withdraw a previously disclosed testifying expert and redesignate said expert as a Rule 201(b)(3) consultant entitled to the consultant's privilege against disclosure absent exceptional circumstances.

Buyer Beware: Illinois Supreme Court Protects Subcontractors from Implied Warranty Claims by Homeowners with No Contractual Relationship

02.12.19 | The Illinois Supreme Court recently held that a subcontractor hired by a general contractor cannot be liable to a purchaser of a newly constructed home for breach of an implied warranty of habitability absent a direct contractual relationship with the homeowner.