The Staples Agency is a full-service insurance agency with offices in Salisbury and Bethesda, MD and Harrington, DE. We have fully trained specialists in both personal and commercial lines of insurance and are an Elite Farm Certified agency. This provides our agents with specific knowledge of the risks faced by our farming friends.
Our goal is to get to know each and every insurance client’s needs and exposures, so we can customize an insurance program that is right for them. We develop long term relationships with constant contact and annual insurance reviews to keep up with our client’s changing lives and businesses. Licensed in Maryland, Delaware, District of Columbia, Florida, Kentucky, Missouri, North Carolina, New Jersey, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, and West Virginia.
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Our Staff
In his dedication to insurance, Billy started his insurance career right out of college. His abilities have allowed him to keep up with new trends to help properly insure his clients.
Billy received his bachelor’s degree in education and business Administration from Salisbury State University. He then received his Master of Business Administration from Salisbury University. Billy is Elite Farm Certified, and has a designation in Certified Workers Compensation Advisor. He is licensed in Property & Casualty, and Life & Health in Maryland, Delaware, District of Columbia, Florida, Kentucky, Missouri, North Carolina, New Jersey, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, and West Virginia. Billy and the agency receive the highest awards for production annually from the carriers they represent.
He is also securities Licensed with his series 6, 63, 65.
Being a large part of the community, Billy is a member of Asbury United Methodist Church, Sigma Alpha Epsilon Alumni Association, AFAM #91, Alumni Board Salisbury University, The board of directors for Worcester County Farm Bureau, Mid Atlantic Agents Council, and the Boy Scouts of America.
Billy lives in Salisbury with his wife Kristin, and their three sons, Cooper, Griffin, and Rhett, along with dogs Maisie and Odin. He enjoys spending time with his family, traveling, hunting, fishing, exercising, and coaching football and lacrosse.
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Katy is the office manager at the Salisbury, Maryland office. She is licensed in Property & Casualty, and Life & Health in Maryland, Delaware, and Virginia, with a designation in Personal Lines Coverage Specialist. Katy received her Associates Degree from Wor-Wic Community College and enjoys spending time at the beach with her family. Katy lives in Salisbury with her husband Eric, her two daughters Makayla and Gracie, and her son Jackson.
Terrin is licensed in Property & Casualty, and Life & Health in Maryland, Delaware, and Virginia. She has a designation in Master Workers Compensation Advisor, Commercial Lines Coverage Specialist, and Personal Lines Coverage Specialist. Terrin is also a Master Farm Certified agent. She received her Bachelors Degree in Merchandising and Business from Philadelphia University. Terrin enjoys boating and spending time outdoors with her family, and lives with her husband Christopher and sons Caden and Decker.
Amy is licensed in Property & Casualty in Delaware and Maryland, and works out of the Harrington, Delaware office. She also has her Personal Lines Coverage Specialist designation. Amy resides in Harrington with her husband Tim, and two of her four children. The past few years she has added two son-in-laws and most recently twin granddaughters. She is an active member of Independent Bible Fellowship Church and Vernon Creek 4-H Club. Amy also enjoys family camping trips, riding bikes and a day at the beach!
Originally from Denton, Maryland, Alyssa moved to Salisbury to attend Salisbury University. She received her Bachelors Degree in Information Systems from the Perdue School of Business. In her senior year, she started interning for Billy which in turn led to her career. Alyssa is licensed in Property & Casualty in Maryland, Delaware, & Virginia, with a designation in Commercial Lines Coverage Specialist, and Master Workers Compensation Advisor, and is Master Farm Certified. Alyssa has also received her Masters of Business Administration from University of Maryland University College. She enjoys gardening and spending time with her husband Keith, and their daughter Everly.
Randie is licensed in Delaware, Maryland, and New Jersey for Property & Casualty and Life & Health, and has a designation of Personal Lines Coverage Specialist. She is originally from Camden County, NJ and currently lives in Kent County, DE with her husband. She enjoys cruising, camping, and spending summer days at the beach. Her favorite activities are spending time with her grandsons and family.
Bryan is a Commercial Associate Agent who works out of the Salisbury office. He is licensed in Property & Casualty in Maryland and Delaware. Bryan also has a designation in Certified Workers Compensation Advisor and Commercial Lines Coverage Specialist.
After working in Digital Marketing for several years in the DC metro area, he is happy to be back on the Eastern Shore where he was born and raised. Bryan is eager to help and serve the local community. He graduated from Greensboro College in North Carolina with a degree in business administration and a minor in finance.
Bryan is married to his wife Megan and they have a son, Conor, and a daughter Lily. In his free time, he enjoys spending time with his family, playing golf, and taking his dog to the beach!
Lesly is a bilingual agent who is licensed in Property & Casualty, and Life & Health, in Maryland and Delaware, and has a designation in Commercial Lines Coverage Specialist, Certified Workers Compensation Advisor and Personal Lines Coverage Specialist. She received her Bachelors Degree in Forestry Engineering from National Agrarian University in Peru. Originally from Lima, Peru, Lesly moved to the Eastern Shore of Maryland in 2004. She lives in Salisbury with her husband Jeff, and her two sons, Nicholas and Lucas. Lesly is a member of Saint Francis de Sales Catholic Church. She enjoys spending time with her family and their two dogs, Milo and Fred, and going to the gym.
Chelsea is a former student of Georgia Highlands College. Her studies included Business Communication and Marketing Strategy and Management. Prior to Insurance, Chelsea expanded her knowledge in the financial industry and began a career in Banking. It was there she discovered her true calling to help people with not only their financial confidence, but their confidence for stability as well. Chelsea has her Property & Casualty License for the state of Maryland and Delaware, with a designation in Personal Lines Coverage Specialist.
When not in the office, Chelsea enjoys spending time outdoors with her family, exploring new places full of history and enjoying the natural wildlife of the Eastern Shore. Chelsea also enjoys giving back to the community by contributing and supporting our small locally owned businesses. You can find her shopping in your small antique shops right here in downtown Salisbury or stopping in to a locally owned restaurant for some good food and drinks!
Jacob, originally from Easton, MD is a 2021 graduate of Easton High School. He holds his property & casualty license in the state of Maryland, and has his designation for Commercial Lines Coverage Specialist, and Personal Lines Coverage Specialist, and is farm certified. In his free time Jacob is an avid baseball fan and in true Maryland fashion, loves the Orioles. He looks forward to an exciting career with Staples & Associates and assisting you with your insurance needs.
Jennifer is licensed in Property & Casualty, Personal Lines, Life & Health in Delaware, and is Master Farm Certified. She also has her designation in Personal Lines Coverage Specialist. Jennifer works in the Harrington, Delaware office and currently resides in Greenwood, Delaware with her husband Jason and daughter Emily. In her free time, she enjoys spending time at the beach with her family and going for long motorcycle rides with her husband.
Sarah is from Harpers Ferry, WV. She is licensed in Property and Casualty in Maryland, Virginia, and West Virginia and is Master Farm Certified. Sarah started in commercial lines as a representative for her aunt, a highly achieved commercial producer. She is always eager to learn and help others. She enjoys trying new recipes in the kitchen with her husband Chris, hanging out watching The Office with her cat Tom, she loves attending concerts and festivals, or soaking up the sun with her dog Lucy on one of our many local beaches. Sarah comes in with a “can do”, silver-lining mentality, and loves to spread positivity and knowledge wherever she goes!
Judy brings over 18 years of experience to the office. She is licensed in Property & Casualty in Maryland and Delaware. Judy handles most of the On Your Side reviews in the office. She also has a designation in Personal Lines Coverage Specialist. In her spare time, Judy enjoys spending time with her grandchildren. She also likes to travel and visit the Amish Country, as well as go to yard sales when the warmer weather hits.
Janell, originally from Crisfield, now lives with her husband Ambrose in Salisbury. They have 3 daughters, and 7 grandchildren, 3 boys and 4 girls. Janell has her Property & Casualty license in the state of Maryland. She loves traveling with her family and going to watch Marvel movies.
Maria is a Bilingual Customer Service Representative who received her Bachelors Degree in Communications from The Peruvian Advertising Institute (IPP). Originally from Peru, Maria lived in New York for 13 years and moved to Salisbury in 2020. Maria enjoys singing, dancing, and cooking with her family.
Originally from Frederick, MD, Emma is the office intern working behind the scenes on various projects and tasks. Achieving her Associates of Applied Science in Graphic Design in 2021 from Frederick Community College, she then moved to Salisbury MD to attend Salisbury University. She’s looking to receive her Bachelors of Fine Arts in a track of Graphic Design in December 2023. Emma enjoys baking, watching football, spending time with her family, shopping with her roommates, and various outdoor activities with her boyfriend.