Best's Insurance Professional Resources

Your Online Portal for Claims Industry Information

Best's Insurance Professional Resources

Your Online Portal for Claims Industry Information



Best's Recommended Insurance Attorneys

General Defense


F/K/A Cheek, Cheek & Cheek

Law Center Building, 311 North Harvey Avenue, 2nd Floor, Oklahoma City, Oklahoma 73102

Established: 1943

Practice Areas

  • Insurance Defense
  • Insurance Coverage
  • Appellate Practice
  • State and Federal Courts
  • Amusements
  • Arbitration
  • Automobile
  • Aviation
  • Bad Faith
  • Business Litigation
  • Civil Litigation
  • Construction Defect
  • Employment Law
  • Mass Tort
  • Motor Carriers
  • Opinions
  • Personal Injury
  • Premises Liability
  • Product Liability
  • Real Estate
  • Subrogation
  • Toxic Torts
  • Trucking Litigation
  • Boat Accident Litigation
  • Motorcycle Accident Litigation
  • Swimming Pool Accident Litigation

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About Us

Cheek Law Firm, P.L.L.C. is listed in the Bar Register of Preeminent Lawyers under Insurance Defense. Cheek Law Firm, P.L.L.C. is an Aggressive General Civil Practice Law Firm practicing in all Oklahoma State and Federal Courts and is listed in the Bar Register of Preeminant Lawyers under Insurance Defense. While specializing in insurer-centric services such as providing insurance coverage opinions, representing insurers in coverage disputes and bad faith litigation, and defending insureds as insurance defense counsel, Cheek Law Firm, P.L.L.C. also represents clients in a wide variety of cases.

Formerly known as Cheek, Cheek & Cheek, the Oklahoma-based Cheek Law Firm, P.L.L.C., was founded in 1942 by Judge James C. Cheek. Judge Cheek served as a judge of the Oklahoma County Juvenile and Probate Court from 1919 through 1922. Afterward, Judge Cheek left the bench and practiced with the firm Cheek, Gibson, Savage, and Benefield until he was joined by his three sons to form the family firm in 1942. In 2009, the form was organized as a Professional Limited Liability Company by Judge Cheek's grandson, Tim N. Cheek, and his business partner, D. Todd Riddles. Today, Cheek Law Firm, P.L.L.C., maintains a team of skilled litigation attorneys and support staff committed to providing high quality legal services at reasonable rates. For over six decades and three generations, the firm has provided legal services to Oklahomans. Many alums of Cheek Law Firm, P.L.L.C., are in practice around the State of Oklahoma or on the judicial bench today.

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Client Information

Insurance Clients

Non-Insurance Clients

  • Chef's Requested Foods, Inc.
  • Corporation Guaranty and Trust
  • Government Employees Finance Company
  • Hewlett-Packard Company
  • Hobby Lobby Stores, Inc.
  • Home Owners Warranty Corporation
  • McKesson Corporation
  • Shadid Brothers
  • Tom Vorderlandwehr, Inc., Tuscany Homes
  • USA Inc.
  • Warren Properties, Inc.

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Personnel Information

Firm Members


Alex Cheek — (1916-1996)

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William C. Cheek — (1923-1997)

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John D. Cheek — (1920-2010)

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Tim N. Cheek

Oklahoma City, OK

Practice Areas
  • Insurance Defense
  • Civil Defense
  • Product Liability
  • Medical Malpractice Defense
  • Insurance Coverage
  • Bad Faith
  • Civil Litigation
  • Appeals
  • Motor Carriers
Admitted
  • Oklahoma, 1985
  • U.S. District Court, Eastern, Northern, and Western Districts of Oklahoma
  • U.S. Court of Appeals, Tenth Circuit
  • Supreme Court of Oklahoma
When a law student, Tim was a member of Phi Alpha Delta and the recipient of the American Jurisprudence Award in Torts I. During his practice afterward, he served as an adjunct professor at the University of Central Oklahoma, teaching Business Law from 1992-1999, and was a Master in the Robert J. Turner Inn of Court. Tim has been awarded the prestigious "AV-Preeminant" 5.0 out of 5 rating from Martindale-Hubbell, which is their highest possible rating in both legal ability and ethical standards.
Memberships:
  • Oklahoma Bar Association
  • U.S. District Courts of Oklahoma
  • Oklahoma Association of Defense Counsel
Education:
  • Whitworth College, B.A. (cum laude), 1981
  • The University of Oklahoma, M.B.A., 1985
  • The University of Oklahoma, J.D., 1985

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D. Todd Riddles

Oklahoma City, OK

Practice Areas
  • Construction Defect
  • Real Estate
  • Business Litigation
  • Personal Injury
  • Insurance Defense
  • Insurance Coverage Determination
  • Bad Faith
  • Medical Malpractice
  • Professional Liability
  • Motor Carriers
Admitted
  • Oklahoma, 1994
  • Supreme Court of Oklahoma
  • U.S. District Court, Eastern, Northern, and Western Districts of Oklahoma
  • U.S. Court of Appeals, Tenth Circuit
  • U.S. Supreme Court
Todd worked as a Judicial Intern for Magistrate Judge Gary M. Purcell at the United States District Court for the Western District of Oklahoma in 1993-94 while attending law school. He is a Master in the Luther Bohanon Inn of Court and has served as a distinguished faculty member with the National Business Institute, presenting continuing legal education seminars in areas of Litigating Insurance Coverage Claims (2010) and Bad Faith Insurance Claims (2008/2010). Todd is the current President of the Oklahoma City Downtown Optimist Club and has been a volunteer attorney for Oklahoma Lawyers for Children since 2003. Todd has been awarded the prestigious "AV-Preeminant" 5.0 out of 5 rating from Martindale-Hubbell, which is their highest possible rating in both legal ability and ethical standards.
Memberships:
  • Federal, American and Oklahoma Bar Associations
  • Oklahoma Association of Defense Counsel
Education:
  • Oklahoma State University, B.S., 1990
  • The University of Oklahoma, M.B.A., 1994
  • The University of Oklahoma, J.D., 1994

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Greg Winningham

Oklahoma City, OK

Practice Areas
  • Insurance Defense
  • Bad Faith
  • Coverage Issues
  • Product Liability
  • Construction Defect
  • Personal Injury
Admitted
  • Oklahoma, 2009
  • Supreme Court of Oklahoma
  • U.S. District Court, Eastern, Northern, and Western Districts of Oklahoma
Greg attended and graduated law school from the Oklahoma City University School of Law. While there Greg was President of his class, a Senior Ambassador, and a Merit Scholar. Greg competed on the American Association for Justice Trial Team and received a CALI Excellence for the Future Award in Legal Research and Writing. Greg has been with Cheek Law Firm, P.L.L.C., since 2007, first as an intern, then as an Associate. Greg also serves as a volunteer with Oklahoma Lawyers for Children. 
Memberships:
  • Oklahoma Bar Association
  • Oklahoma County Bar Association
  • American Bar Association
  • Oklahoma Association of Defense Counsel
  • American Association for Justice
Education:
  • Metropolitan State College of Denver, B.A., 2004
  • Oklahoma City University, J.D., 2008
Fraternity Information:
Phi Delta Pi Legal Fraternity
Military:
U.S. Navy, Hospital Corpsman, Chief Petty Officer, Active Duty 1991-1997; Navy Reserve 1998-Present; U.S.S. America, 1995-1996; Deployed in support of Operation Iraqi Freedom, 2004; Deployed in support of Operation Enduring Freedom, 2013

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Tyler J. Coble

Oklahoma City, OK

Practice Areas
  • Insurance Coverage & Defense
  • Bad Faith
  • Civil Litigation
  • Personal Injury
  • Uninsured and Underinsured Motorist
Admitted
  • Missouri, 2010
  • Oklahoma
  • Supreme Court of Missouri
  • Supreme Court of Oklahoma
  • U.S. District Court, Eastern, Northern, and Western Districts of Oklahoma
  • U.S. Court of Appeals, Tenth Circuit
Tyler joined Cheek Law Firm, P.L.L.C., in 2011 after conducting his own general civil practice in Joplin, MO. While at the University of Oklahoma College of Law, Tyler received academic awards for his work in civil procedure and legal writing. He found great success participating in appellate advocacy competitions, winning OU Law's 1st year law student moot court competition, then competing regionally and nationally in the American Bar Association National Appellate Advocacy Competition. At the end of his student tenure, Tyler's competition successes led him to be inducted into the prestigious Order of the Barristers for his achievements in appellate advocacy. Having since graduated and returned to the Oklahoma City area, Tyler gives back much of the time he devoted to competitive advocacy by regularly serving as a volunteer for OU Law's competitions program. 
 
Memberships:
  • Oklahoma Bar Association
  • Missouri Bar Association
  • Oklahoma County Bar Association
Education:
  • Missouri Southern State University, B.S. (summa cum laude), 2005
  • Oklahoma University, J.D. (with distinction), 2010
Fraternity Information:
Phi Delta Phi Legal Fraternity
Law Review:
Note Editor, American Indian Law Review (2009-2010)

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Brently C. Olsson

Oklahoma City, OK

  • Telephone: bolsson@cheeklaw.com
Practice Areas
  • Insurance Bad Faith
  • Insurance Coverage Claims
  • Commercial Transportation Litigation
  • Construction Defect
  • Product Liability
  • Civil Rights
Admitted
  • Oklahoma, 1988
  • U.S. District Court, Eastern, Northern and Western Districts of Oklahoma
  • U.S. Court of Appeals, Tenth Circuit
  • U.S. Supreme Court
  • Supreme Court of Oklahoma
While in law school, Brent began trying jury trials as an intern with the Tulsa County District Attorney's Office. Those early beginnings have since blossomed into over twenty-five years of experience handling defense litigation. Brent has served as lead counsel in cases involving a variety of subjects, including insurance bad faith, trucking, construction, real estate, and professional liability. Brent has also represented a multitude of different clients, including insurance companies, cities and political subdivisions, religious organizations and churches, general contractors of varying trades, trucking companies, and oilfield equipment manufacturers. Brent has taught continuing legal education courses on insurance carriers' duties of good faith and fair dealing, bad faith litigation, trucking and construction litigation, and he has often been called upon by insurance companies to evaluate the progress of a claim and to provide guidance for successful resolution of such claims.

Brent has received the prestigious “AV Preeminent” peer-review rating from Martindale-Hubbell.
Memberships:
  • Oklahoma Bar Association
  • Trucking Insurance Defense Association
Education:
  • Oral Roberts University, B.A. (cum laude), 1985
  • The University of Tulsa, J.D., 1988

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Mark Rains

Oklahoma City, OK

Practice Areas
  • Insurance Defense
  • Appeals
  • Personal Injury
  • Business Litigation
  • Education Law
  • Construction Defect
  • Civil Rights-Section 1983 Litigation
  • Special Education Law
  • Complex Business Litigation
Admitted
  • Oklahoma, 1984
  • U.S. District Court, Eastern, Northern and Western Districts of Oklahoma
  • U.S. Court of Appeals, Tenth Circuit
  • U.S. Tax Court
  • U.S. Supreme Court
Mark's entire 33-year legal career has been spent litigating cases in state and federal court, with an emphasis on both an insurance defense trial practice and an extensive appellate practice. Before joining the Cheek Law Firm, Mark spent 23 years at a preeminent Tulsa firm specializing in defending school districts and then 10 years as a solo practitioner doing the same kind of work.
Memberships:
  • Oklahoma Bar Association
Publications:
  • Author: "United States v. Lee, An Insensitive Approach To The Free Exercise of Religion 18," Tulsa Law J. 305 (1982)
Education:
  • The University of Iowa, B.A. (with distinction), 1981
  • The University of Tulsa, J.D., 1984
Law Review:
Lead Articles Editor, Tulsa Law Journal (1983-1984)
Honors:
Winner: Robert C. Butler, Jr. Award for Excellence in Legal Scholarship and Writing, University of Tulsa 1984 - For Outstanding Contributions to the University of Tulsa Law Journal; Outstanding Graduate, Energy Law- University of Tulsa (1984)

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