Established in 1979, our company has grown into a full service, independent insurance and financial services firm. Licensed in MD, DE, VA, DC & PA. Landmark Insurance & Financial Group serves the insurance needs of individuals, families, non-profits, municipalities and businesses throughout the mid-Atlantic region.
Landmark is committed to the highest ethical and business practice standards. Our team has a history of leadership in our industry, the business community and the area we serve.
Jill has been helping her clients in pursuit of a successful, financial future since 1994. Jill holds a Life & Health, as well as, a Property & Casualty license. She received her Bachelor’s degree in Finance from the University of Delaware and obtained her MBA from University of Maryland, College Park. Jill is Past President of the Somerset County Historical Society, member of the Somerset County Professional Women’s Club and member of several local Chambers.
Jill is an E.L.P. (Endorsed Local Provider) for Health Insurance and Property & Casualty Insurance by nationally syndicated host Dave Ramsey. Dave only endorses advisors who have the “heart of a teacher” and holds his E.L.P.s to high standards which are constantly monitored.
Personal Lines Manager
Heather joined Landmark in 2000, working as a part-time file clerk for the daily insurance transactions. In 2002, she became a full-time as Customer Service Representative in the Personal Lines Department. Since 2006, Heather has held her Property & Casualty License, was promoted to Personal Lines Manager in 2011 and Vice President in 2014.
Prior to joining Landmark, Ryan worked as a Merchant Marine Mate and Captain. Ryan received his 100 ton Captain’s license in 2005, working in the commercial ferry and then the yacht industry for over 10 years. His career took him to Fort Lauderdale, Florida during the winter and the Northeast during warmer months. He left this career and joined the family business in 2013. Ryan is responsible for promoting Landmark and educating potential clients regarding the numerous lines of insurance offered. He was promoted to Vice President in 2014. Ryan is active in several area Chambers of Commerce and participates in a multitude of networking events. Ryan received his Property & Casualty license in 2013.
Director of Agency Relations
Laura comes to Landmark with a wealth of experience. She holds licenses in both Property & Casualty and Life & Health. Laura’s experience in the insurance industry includes 12 years as the Property & Casualty insurance instructor for Wor-Wic Community College. Over the years she has been involved heavily in customer service as well as policyholder sales for Property, Casualty, Life and Health but her favorite part is the customer interaction and the rewards that come from a job well done.
An Eastern Shore native, Laura lives in Pocomoke with her husband Bruce. They have two children and a young grandson that is the apple of her eye. She is very involved in her community and though her extracurricular endeavors take her through the tri-county area and beyond she is definitely involved in all things Pocomoke. As an active member of Salem United Methodist Church – currently serving on the board of trustees, serving on the board of directors of The MarVa Theater and Performing Arts Center and serving on the executive committee for The South Worcester Relay for Life she stays very busy and is always on the move. Her volunteerism efforts earned her the title of Worcester County GEM by the Worcester County Commission on Women in 2014.
Prior to joining Landmark Insurance & Financial Group, Colleen was UnitedHealthcare’s Small Business Account Manager for the Maryland Eastern Shore and Delaware. Her responsibilities included new business for groups with 1 to 99 eligible employees and renewals for groups with 51 – 99 eligible employees. Colleen’s experience includes Benefits Manager for Peninsula Regional Medical Center in Salisbury, Maryland and Benefits Specialist for the Metropolitan Washington Airports Authority in Washington, D.C.
She received her B.S in Behavioral Science from the University of Maryland, University College. In addition, Colleen obtained her Certified Employee Benefits Specialist designation from the International Foundation of Employee Benefits Plans and Wharton School of Business. She is a Board Member for the Eastern Shore Association of Health Underwriters (ESAHU) and a current Board Member for the Eastern Shore Society for Human Resource Management (ESSHRM). Colleen is a licensed Life and Health insurance agent.
Life & Health Insurance Agent
Janet joined Landmark with over 25 years of professional sales experience, including 10 years as a licensed Maryland Realtor. Understanding the customer’s wants and needs is Janet’s top priority by ensuring that the client makes the best informed decision. She assists Jill Hall in serving as Dave Ramsey’s Endorsed Local Provider for health insurance. Janet specializes in individual life and health products, including Medicare supplement and prescription coverage. She is a committed member of her local church where she serves on the Worship Team. She is a licensed Life & Health Agent in Maryland, Delaware, Virginia and Pennsylvania.
Life & Health
Trudi comes to Landmark from a local investment firm. As their senior Relationship Manager, she was responsible for providing support and customer service to the firm’s clients. Trudi has over 15 years of experience in the insurance and finance industry, with over 30 years of customer service experience. Trudi loves servicing the client and meeting new prospects. She has belonged to several different Chambers of Commerce as well as Eastern Shore Society for Human Resource Management.
Life & Health
Kara comes to Landmark with 8+ years of customer service and hospitality experience. She is a native of the Eastern Shore, raised in Pocomoke and currently residing in Crisfield. When not working at Landmark, Kara spends her free time on the water or with family and friends.
Commercial Lines Manager
Angela has been a part of Landmark Insurance since 2005. During her tenure here, Angela has performed many vital functions including accounting and personal lines, earning her Property & Casualty license for Maryland, Delaware and Virginia. Angela has obtained her Certified Insurance Service Representative designation from the National Alliance for Insurance Education and Research. In addition to growing up in Somerset County, she is a lifelong resident and supporter of her community. Angela is a former Board Member of the Pocomoke City Chamber of Commerce. She specializes in educating clients on the risks their business faces and how to manage that risk.
Commercial Lines Customer Service
Karen began her career in insurance in 1992. She is a licensed Property & Casualty agent in Maryland and Delaware. While working at Tri-State General Insurance, Karen specialized in commercial auto and transportation insurance. Karen attended Wor-Wic Technical Community College studying Law Enforcement. She is an accomplished artist and resides in Salisbury with her husband.
Personal Lines Agent
Erika comes to Landmark with 6+ years of customer service experience. During her tenure at Verizon Wireless, Erika prided herself on ensuring customers were educated on their options and assisted them in making the best choices based on their needs and budget. At Landmark, she is the smiling face and voice at the front desk for the Personal Lines Department, and is a Maryland licensed Property and Casualty agent. Erika resides in Fruitland with her son and enjoys meeting new people.
Pat joined Landmark in May of 2014. She was the Human Resources & Payroll Manager for BBSI in Salisbury. In addition to experience in human resources and payroll, Pat’s work included accounting and general ledger management. Following her retirement in the fall of 2013, she became certified in QuickBooks. Pat was born and raised in Minneapolis, Minnesota and graduated with a B.S. in Business from the University of Minnesota. After leaving Minnesota, she lived in western Michigan and Harrisonburg, Virginia before moving to Salisbury in 1998.