Meet Our Staff

Jim came to work for the family agency in 2002 after a variety of career paths. As one will find, the Bocrie name is synonymous with insurance in Virginia. Jim likes to tell others that he was born into an insurance family since his dad and sister were Nationwide Agents, and his uncle and three cousins were agents for Allstate. His hobbies span from fishing, biking, swimming to having cookouts in his back yard. Jim grew up in the Midlothian area where he resides with his wife who also works in the agency. He has three daughters who are trying to find their own path, but he hopes they eventually find their way to the family business of helping others.

As an insurance professional for over 30 years, Debbie brings a vast amount of knowledge and understanding to our personal lines department. Her proactive approach in reviewing home and automobile policies gives our clients peace of mind that coverages are kept up to date with their ever changing lives, while providing cost saving solutions to keep premiums as low as possible. She resides with her husband, Mark, of over 30 years in Midlothian where they raised their two children, Alex and Tori. When not working she loves watching sports, researching her family tree and reading anything to do with history, hopefully in a shady spot with a great view.

Growing up in Chesterfield county, Jennifer was involved in a variety of sports including swimming, softball, and varsity basketball and track and field at Monacan High School. She went on to gain her bachelors in education from Campbell University and later earned her masters in educational leadership from Virginia Commonwealth University – GO RAMS! After more than 25 years working in Goochland County Public Schools as a teacher, librarian, technology specialist and director of testing, she will now be utilizing her skillset to help the organization in data analysis and database administration. She enjoys spending time with her family including her three daughters and husband. The family enjoys cheering on the University of South Carolina Gamecocks, the VCU Rams and the James River High School Rapids. As a breast cancer survivor, Jennifer is a supporter of Relay for Life and the Hawthorne Cancer Center.

Moira Bocrie is a 2020 graduate from the University of South Carolina with a B.A. in Art History and minors in PR and Business Administration. Moira was active in on-and off-campus activities, including Relay For Life and her college ministry. In the summer of 2019, Moira studied abroad in Edinburgh, Scotland where she participated in museum studies and history courses and interned for Historic Environment Scotland. During her senior year, Moira had the opportunity to serve in the Study Abroad office advising students on their options and supporting events around campus. Moira loves an excuse to hang out with friends, go to a Gamecock football game, and is ready to start work after college. She is excited to serve in the family business while gaining experience in both insurance and marketing.

Caleigh Bocrie began working for the family business in January 2020 as a Customer Service Representative. She attended Embry Riddle for 1 year where she was a DII athlete, student assistant, and reporter for the Avion Newspaper. Caleigh is living up to the Bocrie name in insurance as she received her license in Property and Casualty Insurance and plans to continue building her experience in the insurance industry. As an avid art lover, Caleigh loves to paint and draw in her spare time. She also enjoys playing video games and the stories they tell.

A lifelong resident of Ashland, Virginia, Sam has been working in the insurance industry since 2000. She is a well-rounded agent from assisting those with not-so-perfect driving records to long-haul truckers. Most of her free time is spent with her two fur babies, Hamilton and Ireland. She enjoys spending time at her mother’s river home in Colonial Beach, Virginia, and watching her Dallas Cowboys. Sam enjoys binge-watching tv mystery series and is a huge fan of the history of World War II.

Sarah began her insurance career in 1993 at the age of 19, working for her father, Jim Bocrie Sr., representing Nationwide Insurance in Ashland, VA and nearby communities. She obtained her license as a Property & Casualty Insurance agent in 1994. Over the years, Sarah fostered strong relationships with numerous customers, earning a loyal following. In February 1996, she married her high school sweetheart, Chris Tomlin. They have twin daughters, Shelby and Alison, who are now 16 years old. Sarah juggles her busy schedule between work and her girls’ various activities, such as volleyball, lacrosse, and competitive horse riding. In June 2018, she temporarily stepped away from the agency to prioritize spending time with her daughters during their early teenage years. Now, Sarah is thrilled to be back, utilizing her expertise to guide clients through the intricacies of the insurance world.

Jessica Luckadoo, a resident of Caroline County, VA, joined our agency in July 2023. With nine years of experience in the insurance industry, she now serves as an account manager, specializing in personal insurance. Jessica holds a Virginia Property & Casualty license since September 2015 and obtained her CISR designation in November 2019. She is committed to advancing her insurance education in the future. Outside of work, Jessica enjoys spending time lakeside with her husband Christopher and their four children, Natalie, Noah, JP, and Mason.