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 Hall

Jill Hall

MBA
CFP®
President
CEO


Office: 410-651-2110 x307
Mobile: 410-430-1267
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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 and a 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.

She is also a Registered Investment Advisor offering Investments and Advisory services through Lincoln Financial Securities, Member SIPC. Jill lives in Princess Anne with her husband, Rich Ziolkowski, and their three children, Joey, Sarah and Luke.

Heather McClenahan

Heather McClenahan

Vice President
Personal Lines Manager


Office: 410-651-2110 x301
Mobile: 443-944-7619
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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. Heather lives in Crisfield with her two sons, James and Noah.

Ryan McClenahan

Ryan McClenahan

Vice President


Office: 410-651-2110 x313
Mobile: 410-726-3876
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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 and has attended the Hartford School of Insurance.

Paulette Arnsparger

Paulette Arnsparger

Sales Manager


Office: 410-651-2110 x324
Mobile: 410-726-5894
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Coming soon!

Laura Morrison

Laura Morrison

Director of Agency Relations


Office: 410-651-2110 x320
Mobile: 410-726-3876
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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.

Laura 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 – having served 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.

An Eastern Shore native, Laura lives in Pocomoke with her husband Bruce. They have two children and two young grandsons that are the apple of her eye.

Suzy Tawes

Suzy Tawes


Office: 410-651-2110 x306
Mobile: 410-726-3876
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Suzy, a lifelong Somerset County resident, comes to Landmark with extensive office and accounting experience. She managed the office and properties for both Salisbury Housing and Wilson Landing Mobile Homes. In addition, Suzy performed accounting duties at Sharp Water and Wilson Landing.

Financial Services

Colleen Richardson

Colleen Richardson

CEBS
Benefits Consultant
Group Market


Office: 410-651-2110 x316
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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.

Janet Beckett

Janet Beckett

Life & Health Insurance Agent


Office: 410-651-2110 x315
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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.

Carey Biscoe

Carey Biscoe

Benefits Consultant
Group Market


Office: 410-651-2110 x321
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Carey came to Landmark with over 10+ experience in Voluntary Worksite Benefits. She is an expert in coordinating worksite benefits with clients existing programs. Carey’s knowledge and skills assists employees in building a financial safety net for them and their families. She is a licensed Health Agent in Maryland, Delaware, Virginia and Florida.

Carey lives in Parsonsburg with her husband of 20+ years. Their daughter is currently serving our country in the Navy. She loves being involved in our community, with her pet project of the March of Dimes. Carey is a member of AMSA and has been the associate director, as well as, director. Carey and her husband love spending time outdoors – camping, fishing, traveling and riding motorcycles.

Mike Cross

Life & Annuity Consultant
Individual Market


Office: 410-651-2110 x326
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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After six years serving our country in the Airforce, Mike found that he was able to protect millions of dollars from loss and wanted to help others protect their future. He has made a difference with life and annuity products by both working for governmental agencies and private industries – including Department of Energy, Washington Gas, PEPCO, and Wells Fargo Home Mortgage.

During the US subprime mortgage crisis, December 2007 – June 2009, Mike advised all prospective (and eventual clients) of such mortgage practices. Because of his advice, none of his clients’ mortgages contributed to the recession triggered by the rapid decline in home value and mortgages owners could ill afford.

Mike’s ultimate plan is to serve the Eastern Shore and to engage leaders and decision makers in the insurance industry. By listening to public concerns and understanding policies and regulations, he will use his drive and untiring commitment to bring greater dignity to one’s final expenses in life and the insurance industry.

Trudy Grosch

Trudi Grosch

Life & Health
Account Manager
Group Market


Office: 410-983-3512 x308
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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 providing excellent service to our clients, as well as, meeting new prospects. She has been a member of several different Chambers of Commerce as well as the Eastern Shore Society for Human Resource Management.

Kara Dasiey

Kara Daisey

Life & Health
Account Manager
Individual Market


Office: 410-651-2110 x304
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Kara comes to Landmark with over 8 years of customer service and hospitality experience. She is a native of the Eastern Shore and raised in Pocomoke. When not working at Landmark, Kara spends her free time on the water or with family and friends.

Heather Cromer

Heather Comer


Office: 410-651-2110 x303
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Heather joined our team in November 2016. She has a Bachelor of Arts in Business and Academic Writing from Salisbury University and a Graduate Degree in Education. Heather comes to us with a different but valuable type of customer service experience having worked in the Wicomico County School System for five years as an Instructional Assistant and Kindergarten Teacher. Heather primarily works on Special Projects at Landmark Insurance including updating our new website and helping out in the bookkeeping department. More importantly, you may have heard her voice during Open Enrollment reminding you that it is time to schedule that important appointment to discuss your health insurance!

Commercial Lines

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Angela McCoy

CISR
CLCS Commercial Lines Manager


Office: 410-651-2110 x310
Mobile: 443-735-2090
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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 and Lions. She specializes in educating clients on the risks their business faces and how to manage that risk.

Karen Goodyear

Karen Goodyear

Commercial Lines Customer Service


Office: 410-651-2110 x314
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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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.

Stephanie Wickiser

Stephanie Wickiser

Commercial Lines Customer Service


Office: 410-651-2110 x322
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Prior to joining the Landmark team, Stephanie was the Service Manager for a major cellular company. She brings over 20 years in quality customer service experience. When not taking care of our clients, Stephanie spends time with family, friends and spoiling her grandchildren.

Personal Lines

Erika Lind

Erika Lind

Personal Lines Agent


Office: 410-651-2110 x305
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Erika comes to Landmark with over 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. She is a Maryland licensed Property and Casualty agent and resides in Fruitland with her son and enjoys meeting new people.

Shalina Lockwood

Shalina Lockwood

Personal Lines Customer Service


Office: 410-651-2110 x317
Fax: 410-651-9288

30386 Mt. Vernon Rd.
Princess Anne MD 21853

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Shalina joined Landmark with over 10 years’ experience in caregiving and hospitality, providing Landmark’s clients with exceptional empathy and service. She enjoys meeting new people and finding solutions for our clients. Shalina resides in Crisfield with her husband, Joey and their two children.