Penny Martin
Penny grew up in Ardmore and attended Plainview High School before earning her Bachelor’s degree in Business Management from Oklahoma State University. She began her career in the independent insurance industry in 2003 and, after 23 years with Loftis & Wetzel Corp, joined Rich & Cartmill in 2026. Penny specializes in personal lines and is […]
Michael Swift
Michael is a seasoned surety professional with nearly three decades of experience serving the construction industry. He earned a Bachelor of Science in Accounting with a minor in Economics from Pittsburg State University and has built his career helping contractors, developers, and business owners navigate complex surety and risk management challenges. Michael began his surety […]
Cale Reber

Cale Reber is a graduate of Oklahoma State University in 2018 with a degree in Business Management and Marketing. Cale’s desire to help people and unlock their full potential has lead him to the insurance business here at Rich and Cartmill. Making him a third generation insurance Agent. Cale resides in Oklahoma City, with his […]
Solomon Edison, CLCS

Solomon is a graduate of the University of Oklahoma with a Bachelor of Science in Construction Science. He has a combined 15 years of experience in the construction industry as a commercial general contractor, oil/gas contractor, and owner of a commercial subcontractor. His insurance experience on the business owner side lead him to pursue a […]
Joshua Bryan

Josh joined Rich & Cartmill’s Oklahoma City office in 2022 following 11 years as a Bond Underwriter with Granite Re, Inc. and National American Insurance Company serving contractors and agency partners in Arkansas, Kansas, Missouri, Oklahoma, and Texas. Josh graduated from Oklahoma Baptist University with a degree in Finance in 2006 and was an NAIA […]
Sam McCrary

Sam McCrary graduated from Oklahoma State University with a degree in Finance along with two minors in Marketing and Energy Management. Upon graduation, he started his career in the oil and gas sector with Chesapeake Energy in Oklahoma City. Upon joining Rich and Cartmill in 2021, he started the process of attaining his CIC designation. […]
Trevor Shetley

Trevor Shetley graduated from the University of Central Oklahoma, where he studied Sales as well as Insurance & Risk Management. After earning his Oklahoma Property & Casualty Insurance Producer License, he began his insurance career in 2016. Trevor completed the Independent Insurance Agents of Oklahoma’s Future Insurance Leaders of Oklahoma program and joined Rich & […]
Bobby Young, CIC

Bobby graduated from the University of Oklahoma (BBA) in December 1973. Upon graduation, he served four years in the Air Force as a Titan II Deputy Missile Combat Crew Commander and Instructor. During that time he earned his Master’s Degree in Business Operations Management. After the Air Force, Bobby accepted an invitation from his father-in-law, Tom Webb, […]
Gary Liles, CGI, CIC, CRM, CWCA, CAWC

Gary Liles, Vice President of Rich & Cartmill, is a 1980 graduate of Oklahoma State University, with a Bachelor of Science Degree in Economics. He began his insurance career in 1980 as a Bond Underwriter for the United States Fidelity and Guaranty Company in Oklahoma City. In 1982, he joined a large national brokerage firm […]
Randy Webb

Randy Webb is a 1988 graduate of Baylor University. He started his insurance career at the family owned business, Webb, Young & Webb, Inc., in 1989. At Webb, Young & Webb, Randy concentrated on insurance and bonds for the construction industry. He writes many different classes of business in the construction industry, and he is […]