Brentwood Services encourages creativity, empowerment, collaboration and accountability at each level while enabling us to be flexible and responsive to the unique needs of each client. Our people make the difference and by providing a professional work environment and treating each employee with respect, Brentwood Services has maintained a very stable and high-quality staff committed to customer satisfaction.

Designations: CPCU, AU, ARe

As President, Keith oversees all TPA operations encompassing claims, policyholder services, and ancillary services. Keith has 40 years of experience in commercial insurance with a focus on alternative market solutions including self-funded group and individual programs, captive, and mutual insurance companies.

Keith began his career in London and moved to the US in 1986, working mainly in the areas of excess casualty, reinsurance and the management of association insurance programs and mutual insurance companies. Keith originally joined Brentwood Services in 1992, took over the leadership of BrentRe in 2008 and was Executive Vice President of Brentwood Services Administrators prior to his current role.

Keith earned the Chartered Property and Casualty Underwriter (CPCU) professional insurance designation awarded by the American Institute for CPCU along with the Associate in Reinsurance (ARe) and Associate in Commercial Underwriting (AU) designations given by the Insurance Institute of America. Keith was a founding Board member of the Tennessee Captive Insurance Association (TCIA) and is an active board member of the Alabama Captive Insurance Association (ACIA).


Executive VP of Operations
Designations: CPA

Collette joined Brentwood Services, Inc. in 2008 and assumed the position of Chief Financial Officer in 2016. She was promoted to Executive Vice President of Operations in 2022.

Collette has fiscal management responsibility for the companies within the Brentwood Services group. These responsibilities include budgeting, forecasting, coordination of outside exams and audits for clients. In addition to corporate financial oversight, Collette oversees general and statutory accounting services for insurance companies and self-insured group clients. Collette oversees all operational activities of our TPA and her knowledge is invaluable for strategic planning initiatives.

Prior to joining Brentwood Services, Collette held key financial management positions including Treasurer and Chief Financial Officer for a western states worker’s compensation TPA and Treasurer and Controller of its affiliated P&C insurance companies. Collette graduated with a bachelor’s degree in accounting from Michigan State University. She currently volunteers for the Insurance Accounting and System Association, a non-profit education association that strives to enhance the knowledge of insurance professionals as the Director of Career Skills Development.


Executive VP
Designations: CPCU, AIC, ARM

John is Brentwood’s longest-tenured employee, beginning his career with the company in 1992 working as an adjuster, supervisor and regional claim director. John’s career path changed direction in 2004, when he began marketing and selling TPA services, as well as excess and large deductible insurance. John has been instrumental in assisting Brentwood in its growth by developing and securing many high-profile clients while enhancing Brentwood’s reputation throughout the marketplace. As a result of his success, John was promoted to Senior Vice President of Sales in 2015 and has been responsible for leading the sales team, client retention, business development initiatives and marketing. John was again promoted to Executive Vice President in 2022. His claims experience is invaluable in demonstrating to clients and prospective clients the capabilities and wide array of services offered by Brentwood.

John is a 1989 graduate of David Lipscomb University with a Bachelor of Science in Finance and Economics. John earned his Chartered Property Casualty Underwriter (CPCU) designation in October of 2002, a professional insurance designation awarded by the American Institute for CPCU, an independent, nonprofit educational organization. He earned his Associate in Claims (AIC) designation, given by the Insurance Institute of America, in July of 2001, and his Associate in Risk Management Designation (ARM) in February 2011. John obtained his Agents License in January 1997.


Senior VP, Claims

Michelle has 35 years of TPA experience working with self-insured accounts and carriers. She began her career at Crawford & Co. in 1987 as a multi-line claims adjuster, where she gained valuable workers’ compensation and liability claims experience. In 2001, Michelle became the Liability Claims Supervisor at Corporate Claims Management, where she was responsible for the supervision and administration of multi-jurisdictional property and casualty programs with emphasis on hotel, retail, public utility, and manufacturing accounts. She was promoted to the Manager of Administration in 2004, and then was promoted to Vice President of Operations in 2015. In 2017, Michelle was promoted to Chief Operating Officer at Corporate Claims Management in Chesterfield, Missouri. Michelle was responsible for the management and administration of multi-jurisdictional property casualty programs. She was involved in all facets of claims responsibility on a day-to-day basis.

Michelle joined Brentwood Services to lead our St. Louis office in 2018 and has been responsible for all Missouri and liability staff oversight, as well as assistance with sales, marketing, and client retention.

Michelle was promoted to Vice President of Claims in September of 2022. In her role, Michelle is responsible for operational matters, including staffing, performance outcomes, claims management and strategic planning for the future of Brentwood. Michelle is often called upon for claim consultation from our staff, executives, and high-profile clients.


Director of Information Technology
Designation: MBA

Kay has been a vital employee with Brentwood since 2018. She is based in our St. Louis office and holds over 20 years of claims experience. Kay graduated with a business degree from St. Louis University, and then achieved her Master’s in business administration from Fontbonne University in St. Louis, MO.

Kay’s experience in the insurance industry offers the business acumen to bridge the gap between claims and information technology. Kay currently leads a team of IT professionals and promotes cybersecurity for Brentwood’s clients and staff. She has made a huge impact on Brentwood’s reporting and supervises the development team, ensures smooth client transitions and oversees our claim system and security.

As a result of her expertise and work ethic, Kay was promoted to Director of Information Technology in September 2022. Kay has overall responsibility for all of Brentwood’s IT operations.


Vice President of Brentwood Services Administrators, Executive Vice President of BrentRe 

Dawn joined Brentwood Services, Inc. in 1994 and brings her 35 years of experience to the insurance, reinsurance, and underwriting operations. Building on her wide range of experience Dawn manages the insurance brokerage and reinsurance operations for BrentRe working with a broad range of clients. These include association programs, insurance companies, including captives and commercial accounts who utilize self-insurance, large deductible insurance and alternative risk financing programs. Dawn also oversees the underwriting team dedicated to a mutual insurance client and the loss control team for the company.

Dawn came to Brentwood from a prominent Nashville insurance agency and began her career with USF&G insurance company. In addition to the Chartered Property & Casualty (CPCU) and Associate in Underwriting (AU) designations awarded by the Insurance Institute of America, Dawn holds the Certified Insurance Counselor (CIC), Certified Risk Manager (CRM) and Associate in Captive Insurance (ACI) designations. Dawn is a licensed insurance agent for property, casualty, life, accident and health lines.


Corporate Counsel

Brentwood Services gained Christopher’s legal expertise as a result of Brentwood’s acquisition by Acrisure in July 2022. Christopher (Chris) has served as the legal counsel for Appalachian Underwriters, also an Acrisure company, since 2018. Chris is responsible for providing in-house legal services, and monitoring all contracts and regulatory efforts. Chris will ensure that Brentwood remains in compliance with all client provisions, and he excels at responsive, clear, and collaborative communication.

Chris brings more than eight years of legal experience as a practicing attorney since earning his J.D. from Case Western Reserve University School of Law in Cleveland, Ohio. Prior to joining Appalachian Underwriters as Corporate Counsel, Chris worked at an insurance defense law firm and for the State of Tennessee in legal risk management. His varied legal experience is a valuable asset for Brentwood’s workers’ compensation, property, and casualty legal matters.


Vice President of Managed Care Services

Brentwood Services Administrators is proud to announce as of March 2023, Dieter Pinner as Vice President of Managed Care Services. Dieter will be responsible for the overall oversight of Brentwood’s premier panel of providers and for measurable improvements to our cost containment services. Dieter has over 20 years worth of experience dedicated to identifying and designing effective cost containment and managed care, most recently as a Senior Sales Executive with Paradigm. Dieter brings expertise in multiple aspects of managed care including with pharmacy, physical therapy, coordinating with medical providers and in bill review. Dieter has a track record of fostering excellent client relationships combined with a capacity to implement new outcome-focused solutions that generate savings and service enhancements for clients. Brentwood is establishing advanced, innovative solutions for our client partners that we look forward to offering this upcoming year with Dieter as VP of Managed Care Services at Brentwood Services Administrators.