About Us

Our History

Committed to Excellence

OSIG (Oklahoma Schools Insurance Group), a public entity, was formed as an Interlocal Agreement in accordance with 74 O.S. 1004(f), for the purpose of joining together a group of Oklahoma public school districts. OSIG obtained approval to operate from the Oklahoma Attorney General on June 28, 2001. Effective July 1, 2002, OSIG began full operation by providing its member districts with broad insurance coverage through “A” rated insurance carriers and professional risk management services. Over the past 18 years, OSIG’s membership has continued to grow, insuring more than $25 Billion in school property across Oklahoma.

Key Features

Member Ownership & Retained Profits

OSIG is owned by its member districts, ensuring that any underwriting profits and investment income are retained within the organization. This allows us to prioritize the best interests of our members sdfgsdfgand reinvest in providing top-notch insurance coverage.

Tax Exempt Status

As a not-for-profit organization, OSIG is exempt from State and Federal Income Tax. This advantageous status allows us to focus on delivering cost-effective insurance solutions without the burden of additional tax liabilities.

Governance by Oklahoma Superintendents

OSIG is governed by a board composed of active Oklahoma superintendents. This ensures that decisions are made with firsthand knowledge of the challenges faced by schools in the state, allowing us to tailor our offerings to meet the specific needs of our member districts.

Partnership with Gallagher

OSIG has partnered with Gallagher, a leading insurance brokerage located in Tulsa, OK. Gallagher brings extensive expertise in the public entity and scholastic risk sector, allowing us to access their knowledge and resources to provide outstanding insurance and administrative services to our members.

Leadership

Rick Thomas

Terry Davidson

Sherry Durkee

Dr. John Cox

Shelley Free

Jason Lindley

Dr. Jeremy Hogan

Jeff Daugherty

Administration

Jennifer McKenzie

Matt McClaran

Brya Stewart

Susan Sullivan

Sarah Buchanan

Margie Mink

Claims Team

Denise Wilson

Lacrista Medina

Preston Rash

Richard Hall

Damon McIntosh

Tracy Lewis

David Sepulveda

Alisha Brown

Loss Control

Marty Martin

Rick Thomas

OSIG Executive Director

Meet Rick Thomas, an accomplished education leader with a remarkable career in public schools spanning 39 years. Currently serving as the Executive Director of OSIG since 2022, Rick’s dedication to education is evident throughout his journey. He contributed seven years to the OSIG Board of Directors, ensuring a positive impact on school insurance.

Rick’s administrative roles include Skiatook Superintendent (2011-2022), Oologah Superintendent (2004-2011), Oologah Assistant Superintendent (2000-2004), Owasso 6th Grade Center Principal (1997-2000), and Owasso MS Assistant Principal (1994-1997). Earlier in his career, he served as a teacher and coach at various schools, including Owasso MS, Sperry MS, and Kellyville Public Schools.

Rick’s educational journey includes a Bachelor of Science from Oklahoma State University (1983), a Master’s from Northeastern State University (1995), and an Education Specialist degree from Oklahoma State University (2002). His passion for education and commitment to schools make him an invaluable asset to OSIG and the education community.

Beyond his professional achievements, Rick cherishes spending time with his grandbabies and finds joy in activities like hiking, playing golf, and serving in his church.

Terry Davidson

Board Chairman

Terry Davidson, an esteemed educational leader, boasts a rich background in education and administration. He holds a Master of Science in Education from the University of Oklahoma (1979) and a Bachelor of Science in Education from Southeastern Oklahoma State University (1972). With an impressive fifty years in education and forty-six years in administration, Mr. Davidson’s expertise is unparalleled. His career has encompassed pivotal roles, including Finance Director at Comanche Public Schools (2019-2024), Superintendent at Comanche Public Schools (1995-2019), Superintendent at Wright City Public Schools (1987-1994), and Principal/Superintendent at Lukfata Dependent School (1976-1987). Notably, he began his journey as a dedicated 6th-8th Grade Teacher/Coach at Lukfata Dependent School (1972-1976).

Mr. Davidson’s commitment to educational leadership shines through his involvement in various advisory teams and boards. He served on the State Superintendent’s advisory team for John Folks, Sandy Garrett, and Joy Hofmeister from 1990 to 2022. Moreover, he is an esteemed member of the Board of Directors for both the Oklahoma Schools Insurance Group (OSIG) since 2002 and the Oklahoma Public Schools Investment Interlocal Cooperative since 2003. His contributions to the field have been rewarded with accolades like the Oklahoma Foundation For Excellence Administrator of the Year in 2010 and the OASA Oklahoma Superintendent of the Year in 2012-2013. Notably, in 2019, he received the prestigious OASA Lifetime Achievement Award.

Currently, Mr. Davidson remains passionate about education and actively serves on the Board of Trustees for the Oklahoma Foundation for Excellence. His unwavering dedication and impressive accomplishments have left a lasting impact on Oklahoma’s education sector.

Beyond his unwavering dedication to education, Mr. Davidson finds joy in playing the piano, working on old Ford pickups, and engaging in yard work during his leisure.

Sherry Durkee

Board Vice Chairman

Sherry Durkee is the Superintendent of Sand Springs Public Schools. She holds a Bachelor’s
degree in Elementary Education, a Master’s degree in Applied Behavioral Studies both from
Oklahoma State University, and completed the Post Graduate Certification Program at
Northeastern State University in School Psychology.

Ms. Durkee began her teaching career in 1987. In 1993, Ms. Durkee accepted a position at Sand Springs Public Schools. She has held the positions of School Psychologist, Special Education Director, Federal Programs Director, and Assistant Superintendent of Curriculum and Instruction prior to beginning her role as Superintendent. She currently serves on the Executive Board at the Sand Springs Chamber, the Governing Board for the American Association of School Administrators, and Junior Achievement Board of Directors.

She is starting her 7th year on the Oklahoma School Insurance Group Board of Directors. She is a staunch advocate for public education and has devoted her life work to ensure a quality education for all children. Ms. Durkee is married to Richard Durkee, a life-long resident of Sand Springs. They have three children, all of which graduated from Oklahoma State University and are working in the Tulsa area.

Dr. John Cox

Board Treasurer

Dr. John Cox is in his 30th year as Superintendent of Peggs Public School, and 38th year in public education. He began his career as a mathematics/computer science teacher and athletics coach. Dr. Cox also serves as an adjunct professor at Mid American Christian University teaching public school finance to graduate students. He previously worked as an adjunct professor for Northeastern State University teaching Educational Research, Facilities, Public Relations, and Finance.

Dr. Cox has an earned Doctorate (Ed.D.) in Educational Administration and an Educational Specialist (Ed.S) from Oklahoma State University, and a Masters Degree in Counseling and Bachelors Degree in Mathematics Education from Northeastern State University. He serves as President of the Oklahoma Rural Elementary Schools, Vice-Chairman of the Oklahoma Schools Assurance Group, and Treasurer of the Oklahoma Schools Insurance Group. He is Past-President of the Oklahoma Association of School Administrators (CCOSA-OASA). Dr. Cox is a lifetime member of the OSU Alumni Association and the NSU Alumni Association and serves as Past-President of the NSU Alumni Association board.

“I appreciate being allowed to have a small role in helping provide a quality insurance program for our Oklahoma schools. I also love that OSIG impacts our students personally by awarding college scholarships to some of our outstanding public school Seniors.” Dr. Cox stated. Dr. Cox loves spending time with his grandkids (Marcus-17; Brynlee-11; Cannon-3; and Brooklyn-1), and traveling and going to the beach with his wife Rhonda. They have five grown children and they enjoy spending time at their home in Peggs.

Shelley Free

Board Secretary

Shelley Free is the Superintendent and CEO of Kiamichi Technology Centers and is proud to serve as an OSIG board member. With more than 37 years of teaching and leading at all levels of public education – elementary, middle school, high school and CareerTech – she inspires a vision of educational and business excellence.

Ms. Free began her career as a business teacher and coach at Talihina Public Schools in 1985 and later moved to the CareerTech classroom before becoming the campus director at Kiamichi Tech – Talihina. In 2008, she began serving as the Deputy Superintendent for Kiamichi Tech and was selected to be the first female and fifth Superintendent for Kiamichi Tech in 2014.

Outside of her professional commitments, Ms. Free spends as much time as possible with her two sons and daughters-in-law and enjoys attending the activities of her four amazing grandchildren Lakyn, Teagan, Gray and Elliott.

Jason Lindley

Board Member

Jason Lindley is an esteemed Superintendent at Hartshorne Public Schools, with a diverse background in education and sports. He holds a BS in Business Administration Marketing from Oklahoma State University (1997) and an MS in Educational Leadership from the same institution (2005).

Throughout his career, Jason has made significant contributions to the education community. He served in various roles at Newkirk Public Schools from 1998 to 2002, including Head Baseball Coach, Assistant Softball Coach, and Assistant Football Coach. Since joining Hartshorne Public Schools in 2002, he has held positions such as Head Basketball Coach, Assistant Softball Coach, Middle School Principal, and now Superintendent.

Jason’s commitment to education extends beyond his school district, as he actively participates in the OSIG Board since 2022 and the OSSAA Board since 2023. He is also a member of CCOSA and OSAC.

Outside of work, Jason finds joy in family activities, supporting his kids’ events, and contributing to family businesses. Additionally, he enjoys traveling with his loved ones and embracing the joys of being a grandparent.

Dr. Jeremy Hogan

Board Member
Dr. Hogan is a member of the OSIG board and serves as the Superintendent of the Collinsville Public Schools. With 15 years of experience in school leadership, Dr. Hogan is dedicated to providing students with quality learning experiences and opportunities to develop soft skills to be productive citizens and future leaders of our community. Dr. Hogan is the biggest fan, cheerleader, and coach for the students and staff at Collinsville, and he loves celebrating their many successes. As a board member, Dr. Hogan actively contributes to OSIG’s mission of providing comprehensive insurance solutions to Oklahoma schools. He is committed to being a continuous learner and serving others. Outside of his professional commitments, Dr. Hogan enjoys golfing, the outdoors, and spending time with loved ones.

Jeff Daugherty

Board Member
Jeff Daugherty is a member of the OSIG board and serves as the Superintendent of Merritt Public Schools. With over 24 years of administrative experience, Mr. Daugherty enjoys helping students achieve a successful and rewarding educational experience. Mr. Daugherty enjoys traveling and golf in his spare time.

Jennifer McKenzie

Program Manager

Jennifer McKenzie is a seasoned Program Manager, bringing over two decades of expertise to her role at OSIG. She embarked on her journey with OSIG in 2005, following five successful years at the Nonprofit NAIW Education Foundation. Jennifer’s key responsibility is to lead the entire OSIG team, ensuring excellence in their operations.

Her specialization shines through her Certified Insurance Service Representative (CISR) and Certified School Risk Manager (CSRM) designations, combined with her profound knowledge of Insurance and Accounting. She holds a Bachelor of Science in Business Administration with a degree in Accounting from Northeastern State University.

Matt McClaran

Assistant Program Manager for Loss Control and Underwriting
Matt McClaran is an experienced insurance professional currently serving as the Assistant Program Manager for Loss Control & Underwriting. With a Bachelor of Science Degree in Marketing from Oklahoma State University, Matt joined Gallagher in 2016 working on their franchise program. He later worked as a marketing representative for Philadelphia Insurance before joining OSIG in 2020. He has been an integral part of OSIG, contributing his expertise in managing loss control and underwriting, as well as assisting in program operations. Outside of work, Matt enjoys spending time with family, lake activities, supporting Oklahoma State Football Games, and actively participating in organizations such as DSAT and Little Light House.

Brya Stewart

Assistant Program Manager for Quality Assurance & Training
Brya Stewart is an accomplished professional serving as Assistant Program Manager of Quality Assurance & Training. With a background in property endorsements, certificates, STOPit, and quality control tasks, she excels in ensuring operational excellence. Brya’s expertise lies in implementing robust quality assurance measures and training programs. She graduated Summa Cum Laude from Oklahoma State University in 2018, earning a Bachelor of Science & Honors College Degree, followed by an MBA in 2019. Outside of work, Brya enjoys walking her dog, indulging in long-distance running, and honing her baking skills.

Susan Sullivan

Account Manager
Susan Sullivan is a seasoned Account Manager with over 20 years of expertise. Armed with a BA in Marketing/Journalism from the University of Oklahoma, she spent a decade in education before transitioning to a successful 10+ year career in customer service and account management at OSIG. Susan is a master multitasker known for her exceptional customer service skills and her knack for handling multiple projects with ease. Her strong interpersonal and leadership skills have made her a trusted figure at OSIG.

Sarah Buchanan

Account Manager
Meet Sarah Buchanan, our dedicated Account Manager with over two decades of experience in customer service and management. Her key responsibilities involve maintaining the integrity and efficiency of accounts and databases, with a specialization in solution finding. Sarah holds a Bachelor of Science in Psychology and is currently pursuing insurance licensing. In her spare time, she enjoys gardening, sewing, and organizing an annual philanthropic haunted house event. Sarah’s passion for helping others extends from her professional endeavors to her charitable contributions.

Margie Mink

Customer Service Manager – Bookkeeper
Margie Mink is an accomplished Bookkeeper with a remarkable 30-year background in public accounting. Prior to joining the OSIG team directly, she dedicated 17 years to Hogan Taylor LLP, serving as the accountant for OSIG. In her current role, Margie efficiently manages daily and month-end accounting transactions as well as helping the team in various capacities. Outside of work, she enjoys spending time with her family and traveling.

Denise Wilson

Claims Assistant
Denise Wilson is a Claims Assistant with expertise in claims processing, invoicing, and providing excellent customer service. With a background in handling auto, general liability, and property claims, Denise excels at the claims process. Outside of work, Denise enjoys singing, dancing, reading mystery books, and cherishing her role as a MiMi.

Lacrista Medina

Senior Resolution Manager
Lacrista Medina is a Senior Resolution Manager specializing in liability claims. With a decade of experience as a licensed adjuster, she began her career in auto liability with a major carrier before joining OSIG. She diligently oversees the entire claims process, from initial loss notice to trial. As an Oklahoma licensed adjuster, she brings a wealth of knowledge and qualifications to her role.

Preston Rash

Claims Adjuster
Preston Rash is a seasoned Senior Property Claims Adjuster with 19 years of expertise in resolving auto, injury, and residential property claims. As a skilled multi-lines claims handler, he possesses extensive experience as both a file owner and supervisor. Preston holds a BS degree from Oklahoma State University. In his free time, he enjoys boating on Grand Lake and passionately follows OSU football and basketball.

Richard Hall

Claims Supervisor
Richard Hall is a highly experienced Claims Supervisor with a remarkable background as a multi-line claims adjuster for an impressive 47 years. In his current role, he oversees the operations of OSIG claims and personally handles a selection of claims. Richard’s expertise extends across all lines of claims, demonstrating his versatile skill set. He holds a Bachelor’s degree from Oklahoma State University and has acquired numerous industry designations throughout his career. Outside of work, Richard enjoys raising Charolais cattle and Nubian goats.

Damon McIntosh

Senior Property Claims Adjuster
Damon McIntosh is a Senior Property Claims Adjuster with 15+ years of experience in the insurance industry. He is a licensed adjuster in Oklahoma and also graduated from the University of Oklahoma.

Tracy Lewis

General Liability Claims Adjuster
Tracy Lewis is a skilled General Liability Claims Adjuster with extensive experience and a diverse background. Since 2016, Tracy has been a licensed adjuster and became an OSIG adjuster in 2021. With a background in law enforcement, construction and automotive industries, Tracy brings a unique perspective to assessing liability claims. Holding an AA in Criminal Justice, he excels in investigating accidents, and evaluating liability to ensure fair outcomes.

David Sepulveda

General Liability Claims Adjuster
David Sepulveda is a highly experienced General Liability Claims Adjuster, bringing 20 years of expertise from his tenure with State Far. His key responsibilities include conducting thorough investigations to determine liability and evaluating injury claims for settlement. David’s specialization in speaking Spanish allows him to effectively communicate with a diverse range of claimants. With a degree from the University of Oklahoma, he combines his education and qualifications with his extensive industry knowledge to provide exceptional service as a claims adjuster.

Alisha Brown

Senior Property Claims Adjuster
Alisha Brown is a seasoned professional in the insurance industry, serving as a Senior Property Claims Adjuster. With 16 years of experience, she has hone her expertise in adjusting claims across various lines and working in agency force. Alisha holds a Bachelor of Science and balances her professional life with personal interests such as being a mother to two young girls, coaching softball, and enjoying a game of golf.

Marty Martin

Loss Control
Marty Martin is a seasoned Loss Control Specialist with 18 years at OSIG and 28 years as a Captain with the Sand Springs Fire Department. His expertise encompasses Loss Control Inspections, focusing on fire & life safety code, emergency preparedness, and playground safety. Marty’s dedication to safeguarding lives and assets makes him an invaluable asset to our team.