Verified profile

Richard A. Simpson

Partner and Deputy General Counsel at Wiley Rein LLP

Richard A. Simpson's profile photo
LocationWashingtonDistrict of Columbia, United States
Current roleAdjunct ProfessorUniversity of North Carolina School of Law · since Sep 2021
Government service5yrsU.S. Department of Justice (DOJ) · U.S. District Court · Court of Appeals for the Fourth Circuit

About

Rick is a trial lawyer and appellate advocate. As an Assistant U.S. Attorney for the Southern District of New York, Rick learned to love nothing so much as going to trial, unless it is crafting briefs and presenting oral argument in an important appeal. Assistants in that office were fortunate to be able to do both.

Rick represents lawyers and other professionals in malpractice claims, defends insurers in coverage and “bad faith” litigation, and represents clients in commercial litigation. He also represents lawyers in disciplinary proceedings, provides legal ethics advice to law firms, has served as an expert witness on legal ethics and insurance coverage, and is Deputy General Counsel at Wiley.

Rick recently completed a three-year term as Chair of the American Bar Association Standing Committee on Lawyers Professional Liability and now serves as a Special Advisor to the Committee. During his tenure as Chair of the Standing Committee, Rick also served as a member of the Coordinating Council of the ABA Center for Professional Responsibility. Previously, Rick served a three-year term as a member of the Standing Committee. He speaks regularly on professional liability and insurance coverage topics.

Rick has acted as lead counsel for trials in the District of Columbia, Florida, Maryland, New York, Texas, and Virginia, as well as for arbitration hearings. On the appellate side, Rick has presented oral argument in the Supreme Court of the United States; 10 of the federal courts of appeals; the Supreme Courts of Connecticut, Delaware, Maryland, North Carolina, and Ohio; and state intermediate appellate courts in California, Florida, Maryland, New York, and Texas. His strong record of success includes winning his case in the United States Supreme Court and all five state Supreme Court cases.

Beginning with the Marc Rich cases while he was an AUSA (for those who can remember that far back), Rick has handled many high-profile representations, including dealing with the press as appropriate. Those matters include conducting an internal investigation for a U.S. Senator and representing the Senator in connection with a grand jury investigation, representing high-level White House officials in connection with criminal and congressional investigations arising from the Whitewater and Monica Lewinsky investigations, and representing Prof. Alan Dershowitz in connection with a defamation case in Florida.

Rick is an Adjunct Professor at the University of North Carolina School of Law, where he is the co-director of the Supreme Court Program, which operates as a clinic in which students assist in preparing submissions to the United States Supreme Court. From 2003 to 2017, Rick was an Adjunct Instructor in Trial Advocacy at the University of Virginia School of Law.

Roles

Sep 2021–Present
Current role

Adjunct Professor

University of North Carolina School of Law

Chapel Hill, North Carolina

Education, Curriculum and TeachingProfessor

I am a co-director of the Supreme Court Program, a clinical type program in which students participate in preparing submissions to the United States Supreme Court.

Sep 2008–Present
Current role

Partner & Deputy General Counsel

Wiley Rein LLP

Washington | Baltimore, District of Columbia

Civil LitigationWhite Collar CrimeGovernmentAppellate Litigation
Sep 2008–Present
Current role

Partner

Wiley Rein LLP

Washington, District of Columbia

Civil LitigationFederal GovernmentWhite Collar CrimeAppellate Litigation
Jan 2003–Jan 2017
Former role

Adjunct Instructor, Trial Advocacy

University of Virginia School of Law

Charlottesville, Virginia

Education, Curriculum and Teaching

I teach a trial advocacy seminar for second and third year students each spring semester. The classes focus on students being on their feet performing various skills of the trial lawyer, including direct and cross examination, opening statements and closing arguments, and proper handling of exhibits. Each student participates as counsel in a mock jury trial at the end of the semester.

Nov 1996–Oct 1997
Former role

Deputy Independent Counsel

U.S. Department of Justice (DOJ), Office of Independent Counsel Curtis Emery von Kann

(appointed)District of Columbia

Criminal Investigation

I had day to day responsibility for a criminal investigation of an Executive Branch official, which was conducted under seal.

Oct 1987–Oct 1988
Former role

Associate Independent Counsel

U.S. Department of Justice (DOJ), Office of Independent Counsel James C. McKay

(appointed)District of Columbia

Criminal Investigation

I assisted with the Aqaba pipeline aspect of the criminal investigation of Attorney General Edwin Meese, II.

Jan 1984–Jan 1985
Former role

Attorney-Advisor

U.S. Department of Justice (DOJ), Office of Legal Counsel

District of Columbia

Attorney Advisor

The Office of Legal Counsel provides legal opinions to the Attorney General and to Executive Branch agencies regarding a wide range of issues, including separation of powers and other constitutional issues. I served in the Office for one year, working with Assistant Attorney General Ted Olson who headed the Office at that time.

Jan 1982–Jan 1984
Former role

Assistant U.S. Attorney

U.S. District Court

(appointed)New York Southern District

Litigation Support SpecialistAppellate Litigation

As an AUSA in the SDNY, I acted as lead counsel for trial and appeal in a wide variety of civil civil and quasi-criminal matters, including several civil litigations arising from a $91 million jeopardy tax assessment against Clarendon LLP, f/k/a Marc Rich & Company. John Martin and Rudy Giuliani served as U.S. Attorney during my tenure in the Office.

Jan 1981–Jan 1981
Former role

Law Clerk

Court of Appeals for the Fourth Circuit

(appointed)

Law ClerkResearchLegal Assistance

Served as judicial law clerk to the Honorable John D. Butzner, Jr., researching and drafting opinions, orders, and bench memoranda.

Representative matters

Experience

May 2025

Obtained grant of writ of certiorari by the United States Supreme Court, continued as counsel of record at the merits stage, presented oral argument, and obtained a favorable decision in a case raising important issues under the Double Jeopardy Clause. McElrath v. Georgia, 601 U.S. 87, 144 S.Ct. 651 (U.S. 2024). Rick’s oral argument in the Supreme Court can be heard here. Obtained a favorable decision in an appeal and cross-appeal involving the extent of coverage available under an accountant’s professional liability policy for two lawsuits brought by two lenders against the insured accounting firm arising from three separate audits. In an extensive published opinion, the Tenth adopted the insurer-side view that the applicable “interrelated claims” policy language sweeps broadly to encompass a broad range of logical and causal connections and that the proper focus is on whether claims have any meaningful commonalities, not on the differences between the claims as policyholders typically argue. American Southwest Mortgage Corp., et al v. Continental Casualty Company, 84 F.4th 910 (10th Cir. 2023). The oral argument can be found here. Obtained summary judgment in the trial court and an affirmance by the Seventh Circuit determining that a D&O policy did not provide coverage for $20.8 million in settlements of shareholder lawsuits challenging the acquisition of the insured by another company because they constituted settlements of claims alleging that the price of the acquisition was inadequate and so fell within the “bump-up” carve out from the definition of covered “Loss.” Komatsu Mining Corp. v. Columbia Casualty Co., 58 F.4th 305 (7th Cir. 2023), affirming Joy Global Inc. v. Columbia Casualty Company, 555 F. Supp. 3d 589 (E.D. Wis. 2021). The oral argument can be found here. Obtained a decision by the Maryland Supreme Court (on certified question) holding that a law firm representing Homeowners Associations in connection with negotiating and documenting repayment plans with homeowners with delinquent dues is not subject to the Maryland Consumer Loan Law. The decision resolves an important issue of first impression that affects all businesses and professionals extending credit in Maryland as “an ancillary function” of their operations. Nagle & Zaller, P.C. v. Delegall, 480 Md. 274 (2022). Read more here. Obtained summary judgment in the trial court and a decision by the Maryland Court of Special Appeals affirming the judgment, holding that a former client suing his attorneys for malpractice must prove that the attorneys proximately caused the alleged loss via the trial within the trial, even if the attorneys engaged in so-called bright line malpractice or allegedly guaranteed recovery of a sum certain. Saunders v. Markey, No. 24-C-19-003511 (Md. Ct. Spec. App. Nov. 3, 2021). Rick’s oral argument in the Court of Special Appeals can be heard here (October 4, 2021). As co-counsel with the ACLU of Maryland, represented on a pro bono basis incarcerated people sentenced to life imprisonment as juveniles, achieving in March 2021 a settlement that mandates substantial reforms to the parole process in Maryland. Read more here. Obtained a precedential Ninth Circuit decision vacating a remand order notwithstanding the statutory bar on appellate review on the ground that the district court’s sua sponte decision that it lacked jurisdiction was not “colorable.” Academy of Country Music v. Cont’l Cas. Co., 991 F.3d 1059 (9th Cir. 2021). Following a five-day evidentiary hearing in November 2019, obtained an arbitration award determining that a major corporation was not entitled to any coverage under a directors’ and officers’ liability policy issued by Wiley’s client. Obtained a decision by the Connecticut Supreme Court (on certified question from the Second Circuit) that the statute of repose barred a claim against an insurance adjuster. The decision is an important precedent for professionals and other defendants regarding the continuing course of conduct and related wrongful act doctrines. Essex Ins. Co. v. William Kramer & Assocs., LLC, 205 A.3d 534 (Conn. 2019). Rick’s oral argument can be heard here (October 16, 2018). Represented insurer on appeal to the Delaware Supreme Court from a $14 million judgment in a case involving whether a comprehensive general liability policy provided coverage for hundreds of asbestos claims, obtaining a decision reversing and directing that judgment be entered for the insurer. Travelers Indemnity Co. v. CNH Industrial America, LLC, 2018 WL 3434562 (Del. July 16, 2018). Rick’s oral argument can be viewed here (May 9, 2018). Acted as lead counsel for Professor Alan Dershowitz in a highly-publicized defamation case in state court in Florida, which was resolved in April 2016 with the parties issuing a Joint Statement in which the opposing parties withdrew the allegations against Professor Dershowitz. In a 2016 jury trial, obtained a verdict of “NO!” in response to the question whether the insurer had unreasonably delayed thereby waiving its right to rescind an accountant's professional liability policy. Before trial, obtained published opinions granting partial summary judgment for the insurer on several important issues of New York law regarding rescission. Cont’l Cas. Co. v. Marshall Granger & Co., 921 F. Supp. 2d 111 (S.D.N.Y. 2013), 6 F. Supp. 3d 380 (S.D.N.Y. 2014). The Second Circuit affirmed the judgment for the insurer. Cont’l Cas. Co. v. Marshall Granger & Co., No. 16-2384, 2017 WL 2416902 (2d Cir. June 5, 2017). As counsel retained for proceedings in the North Carolina Supreme Court in a case important to the accounting profession, obtained a grant of discretionary review and then reversal of an intermediate appellate court decision holding that an auditor may owe a fiduciary duty to the audit client as a matter of law. CommScope Credit Union v. Butler & Burke, LLP, 790 S.E.2d 657 (N.C. Sept. 23, 2016). Acted as trial counsel for a District of Columbia lawyer in a closely watched legal malpractice case brought by a Nobel Prize laureate, obtaining a defense jury verdict following a nine-day trial (2011). Retained as appellate counsel following a large jury verdict against a law firm in Ohio. On appeal, the Ohio Supreme Court reversed and directed entry of judgment for the law firm in an opinion that is now an important precedent regarding the proximate cause element of legal malpractice claims. Environmental Network Corp. v. Goodman Weiss Miller, LLP, 893 N.E.2d 173 (Ohio 2008). Rick’s oral argument can be heard here (April 22, 2008).

Recognition

Honors

Insurance Law and Litigation - Insurance

The Best Lawyers in America directory

May 2025

Included in The Best Lawyers in America directory for Insurance Law (2025) and Litigation - Insurance (2025)

Amicus Service Award

International Municipal Lawyers Association

May 2025

Received International Municipal Lawyers Association’s Amicus Service Award for advocacy in the Supreme Court (2017-2022, 2024, 2025)

Recommended Lawyer

The Legal 500 US

January 2024

Recognized by The Legal 500 US as a "Recommended Lawyer" in Insurance Law (2014-2016, 2018) and Supreme Court and Appellate Law (2015, 2019, 2022-2024)

DC’s “Super Lawyers”

Super Lawyers magazine

January 2023

Named one of DC’s “Super Lawyers” for Appellate by Super Lawyers magazine (2013-2020, 2022) and Professional Liability: Defense (2023)

Named one of Washington’s “Best Lawyers”

Washingtonian magazine

January 2011

Named one of Washington’s “Best Lawyers” by Washingtonian magazine (2011)

Publications & speeches

The Devil Is in the Details: Navigating Policy Limit Demands to Avoid Malpractice Exposure

In Practice...With CNA

January 2022

Link

North Carolina Supreme Court Holds That the Typical Auditor-Client Engagement Does Not Create a Fiduciary Relationship

Second Quarter 2017 PLUS Journal

April 2017

Link

Five Ways to Fight Costlier Legal Malpractice Claims in 2017

Law360

December 2016

The Profile of Legal Malpractice Claims: 2012-2015, recently published by the ABA Standing Committee on Lawyers Professional Liability, confirms that the cost of defending professional liability claims can be high and that the number of claims with defense costs in excess of $100,000 has increased. Many expect this trend to continue and perhaps even to accelerate.

Link

When Does An “Unfair Trade Practices” Exclusion Bar Coverage For A Consumer Class Action?

April 2016 PLUS Journal

April 2016

Link

Character and Ethics for Commission Staff Attorneys

2025 National Conference of Regulatory Attorneys — Raleigh, NC

May 2025

Link

What to Do When the Government Comes Knocking?

ABA Spring 2025 National Legal Malpractice Conference

April 2025

Link

GACDL 2024 Fall Seminar

Georgia Association of Criminal Defense Lawyers

November 2024

Link

A View from the Bench: Judges Discuss Civility and Other Ethical Issues in Changing Times

2022 Spring ABA National Legal Malpractice Conference

April 2022

Link

Spring 2022 National Legal Malpractice Conference

American Bar Association (ABA)

April 2022

Link