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Ashley Insurance

38 S Harrison St
Easton, MD 21601

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Welcome to Ashley Insurance

Proudly Serving Guests in Maryland, Delaware, Pennsylvania, Virginia, and Surrounding States

Ashley Insurance is a trusted local insurance agency with offices located in Easton, Cambridge, Centreville, Denton, and Greensboro, MD. The Ashley family began in real estate in 1957 before opening the first Ashley Insurance office in Centreville in 1980. We have since gone from a two-person operation to five offices with over 30 employees across the Eastern Shore of Maryland. As one of the few insurance agencies in the area which is not owned by a bank or national private equity, Ashley Insurance is dedicated to service to our community, actively engaging in local charities and coaching youth sports along with providing top-notch insurance to residents.

At Ashley Insurance, we pride ourselves on our honest, local service and believe the customer always comes first. Our agents are individually assigned to each client in order to provide personalized service that meets their unique needs. We don’t believe in service centers. Your agent knows you and is always willing to help. Whether you are looking for personal lines, such as home, auto, or health insurance, or you are seeking commercial insurance for your business, our agents will work with our partners to help you find the right policies for your situation at competitive rates that work for you. 

Call 410-822-1900 or use our online quote form to get a free quote today! Quality matters. Let Ashley Insurance take care of you.

Staff Members

Easton Branch (Map)

Julie C. Smith

Julie C. Smith - President

(Direct Line: 410-763-9000)

David E. South

David E. South, CIC - Account Executive

Al Brooks

Al Brooks, LUTCF - Account Executive

Commercial sales producer, licensed in property / casualty and life/ Health,for over 35 years. Licensed in the following states: Maryland, Delaware, DC, Virginia. Attended Chesapeake College and The University of Maryland. Over 40 years refereeing Basketball; college, High School and Youth Basketball.

Carol Frampton, CISR

Carol Frampton, CISR - Customer Service Representative

Carol has enjoyed her career in insurance since 1968. As a member of Ashley Insurance you will her working in the commercial and farm departments. Carol holds a property and casualty insurance license and certified insurance representative designation and always working and servicing her clients. When not at the office you will find Carol as a dedicated volunteer for The Maryland 4-H Youth Program and is the leader of The Green Clover 4-H Club for over 45 years. Carol and her husband John reside in Talbot County. They have 2 daughters, Lynn & Shelly and 4 Grandchildren Justin, Dylan, Sabrina and Andrew.

Tammy Payne, CISR

Tammy Payne, CISR - Personal Lines Customer Service

Tammy Payne has been in the insurance business since 1984 and is passionate about her career choice. Tammy is licensed in property/casualty and life/health. She holds a Certified Insurance Service Representative (CISR) designation and is on her way to earning the Elite status. Tammy currently works in our personal lines department and has been with us since 2007. She enjoys working with the public and providing her clients with superior customer service while saving them money and making sure they are well protected against the unknown. A proud mother and grandmother, Tammy enjoys spending time with her daughter, Miranda, who is also an agent with Ashley Insurance, and her granddaughters, Carmalie, Reagan, and Addalyn.

Nikki Buckle

Nikki Buckle - Customer Service Representative

Robert D. Smith

Robert D. Smith - Personal Lines Manager

Alexa Matthai, CBC, ACBC

Alexa Matthai, CBC, ACBC - Employee Benefits Manager

(Direct Line: 410-822-9105)

Alexandra (Alexa) Matthai has been working as Manager of the Life and Health insurance division of Ashley Insurance since August 2001 and brings over 20 years experience to the agency. Alexa currently serves on the board of Eastern Shore Health Underwriters and Thompson Creek Homeowners Association and is a former president of the Eastern Shore Association of Insurance and Financial Advisors. As a member of the National Association of Alternative Benefit Consultants and American College Certified Health Care Reform Studies participant, Alexa is a informed resource for area business owners regarding benefits for themselves and their employees. Originally from Owings Mills of Baltimore County, Alexa has been a resident of the Eastern Shore since 1985 currently residing on Kent Island. She enjoys cycling, boating and visiting her three grown children.

Sadie Darling

Sadie Darling - Customer Service Representative

Laurie Tulowitzky

Laurie Tulowitzky - Customer Service Representative

Beth Gowe

Beth Gowe - Customer Service Representative

Miranda Furstoss

Miranda Furstoss

Miranda Furstoss holds licenses in both property/casualty and life/health, as well as a Masters of Business Administration degree from Capella University. She earned the CISR (Certified Insurance Service Representative) designation in 2011, the CISR Elite in 2017, and was the recipient of the Outstanding CSR of the Year Award for Maryland in 2014. She currently works in the personal lines department of Ashley Insurance. Miranda, who has been working alongside her mother Tammy in the insurance business since she was fourteen, joined the Ashley family in 2007. She resides in Elkton with her husband Rob, and their three girls, Carmalie, Reagan, and Addalyn.

Centreville Branch (Map)

John M. Ashley III

John M. Ashley III - C.E.O.

(Direct Line: 410-758-0200)

Amy Clough-Kirby

Amy Clough-Kirby - Treasurer

Amy Clough-Kirby has been a licensed insurance agent since 1999 and joined Ashley Insurance more than 20 years ago. She currently serves as an agent and a bookkeeper for the company.

Susan B. Lewis

Susan B. Lewis - Customer Service Representative

Susan Lewis has been a licensed property and casualty agent for over 35 years and has been associated with Ashley for the past 30 years. She holds the designation of Certified Insurance Service Representative.

Jon L. Fellows

Jon L. Fellows - Commercial Lines Manager

Tommy Kaufman

Tommy Kaufman

Tommy Kaufman has been helping people with their insurance needs on the Shore for over 30 years. Tommy has spent his career building lasting client relationships and tailoring insurance portfolios for friends and family. Tommy joined the Ashley family the fall of 2019. He lives in Chester, MD with his wife Donna. In Tommy’s spare time he enjoys golfing and spending time on the Eastern Shore.

Stephanie Cooper Price

Stephanie Cooper Price

Stephanie has been advising individual and commercial insurance clients on the Eastern Shore since 2005. She joined the Ashley family in 2020 and is licensed in Maryland and Delaware for all of your insurance needs - property, casualty, life and health. Stephanie lives in Worton and enjoys traveling, fishing, gardening and spending time with her family.

Liz Meekins

Liz Meekins

Liz Meekins has been in the insurance business since 2015. She holds a license in property/casualty. She joined Ashley Insurance in the fall of 2021. Liz grew up in Church Hill. She now resides in Chestertown. She has two grown children Tyler and Morgan. In her spare time, she enjoys being on the water, traveling and spending time with family and friends.

Denton Branch (Map)

Diana LaClair

Diana LaClair - Customer Service Representative

Diana obtained her insurance license in 1993 and also holds her CISR designation. She lives on the Eastern Shore with her four-legged family.  She is active in Mason-Dixon Search Dogs, Inc. a volunteer, non-profit organization, using one of her dogs to find missing people. Once a month she goes to the local library to participate in the R.E.A.D. to a Trained Dog program. On weekends you can find her at CPE agility trials or hiking at local parks with her dogs. 

Robert (Bobby) A. Fearins

Robert (Bobby) A. Fearins - Account Executive

Robert A. Fearins is a lifetime resident of Caroline County and has been in the insurance business over 20 years. Bobby is the lead agent in the Denton office of Ashley Insurance. He works with individual, farm, fire dept., and business clients, and is licensed in both Maryland, Virginia and Delaware. Bobby volunteers as an active life member of the Denton Volunteer Fire Company and enjoys hunting, fishing, camping and spending time with his family.

Debbi Darling

Debbi Darling - Customer Service Representative

Cambridge Branch (Map)

Jay Harrington

Jay Harrington - Account Executive

Charlene Adams

Charlene Adams - Customer Service Representative

Greensboro Branch (Map)

Office Manager

Laura Harris

Laura Harris - Commercial & Personal Lines Agent

(Direct Line: 410.482.8603)

Heather Gowen

Heather Gowen - Customer Service Representative

(Direct Line: 4104828603)

Nora Turner

Nora Turner - Customer Service Representative

(Direct Line: 4104828603)

Why work with us?


Servicing These States

Our Partners
  • AAA
  • Aegis
  • Aetna
  • Agency Insurance Company
  • All Risks
  • Allstate
  • American Collectors
  • Applied
  • Chesapeake Employers
  • Chubb
  • Donegal
  • Foremost
  • Liberty
  • National General
  • Nationwide
  • Penn National
  • Philadelphia
  • Progressive
  • RLI
  • RTS
  • State Auto
  • Tapco
  • The Hartford
  • Travelers
  • Westfield
  • Zurich