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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. He has tried numerous cases as 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 is a co-chair of Baker Sterchi's Insurance Coverage and Bad Faith Practice Group. He is also a national presenter on insurance litigation matters, including on various casualty and property topics, insurance coverage issues and efficient claims handling practices. He has been recognized for his insurance law work in the St. Louis Metropolitan area by The Best Lawyers in America®.

Richard has a straightforward approach when it comes to handling cases and working with clients focusing on communication, teamwork, and aggressive defense. 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. 

When not in the office, Richard enjoys working out, playing and watching sports, spending time with family and friends and hanging out with his dog.


  • Arkansas
  • Illinois
  • Kansas
  • Missouri
  • Oklahoma
  • 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 in St. Louis School of Law, J.D.
  • Yeshiva University, Bachelor of Arts, cum laude
    • Dean’s List

Memberships & Activities

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


  • Case Assessments and Evaluations (CLM, December 2019)
  • Avoiding and Defending Bad Faith Claims (CLM, October 2019)
  • Evaluating and Negotiating Bodily Injury and Wrongful Death Claims (PLRB Regional Adjusters Conferences, September/October 2019)
  • Legal Bill Review for Claims Professionals (CLM, June 2019)
  • Making the Best Use of Your Mediator and the Mediation Process (CLM, May 2019)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, April 2019)
  • Diminution in Value (MAMIC, January 2019)
  • 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)
  • Litigation 101 (CLM, July 2018)
  • Assessing and Addressing Insurance Fraud (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)
  • Negotiations 2.0 (CLM, February 2018)
  • Latent Defects & Exposure Claims: Special Topics (PLRB, Regional Adjusters Conferences, 2017)
  • Tips for Accurate Casualty Claims Evaluations (PLRB, Regional Adjusters Conferences, 2017)
  • Fraudulent Claims: Identification, Investigation and Litigation (CLM, September 2017)
  • Fundamentals of a Medical Malpractice Lawsuit and Legislative Update (MSMA, April 2017)
  • 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)
  • Misrepresentations: Coverage Considerations (PLRB Claims Conference, March 2014)

Awards & Recognition

  • The Best Lawyers in America®, St. Louis Metropolitan Area
    • Insurance Law (2021)
  • Missouri & Kansas Super Lawyers® Rising Stars, 2013-2019

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

News & Events

Baker Sterchi Appoints Practice Group Co-Chairs

01.13.22 | Baker Sterchi has appointed new co-chairs to several of its practice groups.

Missouri & Kansas Super Lawyers Recognizes Twenty-Two Baker Sterchi Attorneys

11.15.21 | Twenty-two Baker Sterchi Cowden & Rice attorneys are recognized in the 2021 Missouri & Kansas Super Lawyers and Rising Stars publication.

Twenty-One Baker Sterchi Lawyers Recognized by The Best Lawyers in America© (2022 Edition)

08.19.21 | Twenty-one Baker Sterchi Cowden & Rice lawyers are recognized in 2022 edition of The Best Lawyers in America© across numerous practice areas.

Twenty Baker Sterchi Lawyers Recognized by The Best Lawyers in America 2021

08.20.20 | Twenty Baker Sterchi Cowden & Rice lawyers are recognized in The Best Lawyers in America© 2021 across numerous practice areas.

Baker Sterchi Member Richard Woolf to Speak at PLRB Webinar Addressing Auto Accidents with Significant Damages

05.11.20 | Baker Sterchi Member Richard Woolf will present at the Property & Liability Resource Bureau (PLRB) webinar, "Minor Auto Accidents: Major Damage" on May 14, 2020. This webinar will address the inner workings of a minor motor vehicle accident claim that turned into a claim for significant damages and the claim/litigation handling of the incident.

Baker Sterchi Member Richard Woolf to Present at CLM Introduction to Product Liability Webinar

05.08.20 | Baker Sterchi Member Richard Woolf will present at a three-hour Claims and Litigation Management Alliance (CLM) webinar, "Introduction to Product Liability" on May 13, 2020. The webinar will be given to insurance company claims attorneys, representatives and managers.

Missouri & Kansas Super Lawyers Recognizes Nineteen Baker Sterchi Attorneys

11.15.19 | Nineteen Baker Sterchi Cowden & Rice attorneys have been named to the 2019 Missouri & Kansas Super Lawyers and Rising Stars lists. The named attorneys include...

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...

Blog Posts

Jury's Award Proves Fatal to Plaintiff's Bad Faith Claim

03.01.22 | The Eighth Circuit recently ruled that an Arkansas District Court's denial of Plaintiff's request for bad faith related discovery was not prejudicial because the jury awarded contractual damages less than the insurer's pre-trial offer.

Eighth Circuit breathes new life into In Re Bair Hugger Products Liability MDL

09.28.21 | Litigation over medical warming devices may heat up, as the Eighth Circuit reverses a District Court decision that struck multiple expert witnesses and granted summary judgment.

Hey Now, You're an All Star, Get Your Punitives, Get Paid. Missouri Court of Appeals Finds Punitive Damages Cap Unconstitutional

07.08.21 | The Missouri Court of Appeals, Western District, recently held, in a case involving an employee's breach of his duty of loyalty to his employer, that a statutory cap on punitive damages was a violation of the prevailing plaintiff's constitutional right to trial by jury.

Evidence surrounding an earlier sale of equipment is relevant to a later purchaser's claim for punitive damages in a product liability action

01.15.21 | Evidence regarding the design, manufacture, and first sale of a drilling-rig to the Army Corp of Engineers is relevant to the knowledge element of Plaintiff's punitive damages claim arising from a second sale.

Missouri Court of Appeals Upholds Limitations on Stacking of Uninsured Motorist Coverage

09.23.20 | The Missouri Court of Appeals, Southern District, recently enforced insurance policy language to limit the extent of stacking of uninsured motorist coverage ("UM") under multiple personal auto policies, a decision that reaffirms the Missouri judiciary's commitment to upholding the plain meaning of insurance policy exclusions as written.

Federal Court Denies Motion to Dismiss Action for COVID-19 Related Losses under an All-Risk Policy

09.14.20 | U.S. District Court for the Western District of Missouri denies Defendant insurer's Motion to Dismiss Plaintiffs' breach of contract claims based the insurer's denial of coverage for COVID-19 related business income losses.

Court Reaffirms Reach of Vexatious Refusal to Pay Statute

08.10.20 | A Missouri Uninsured Motorist case tried and appealed, stands as a cautionary tale to insurers that their investigations into and evaluations of claims must be fair, thorough and reasonable.

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.

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