About Us

About Chesapeake Driving School

Chesapeake Driving School, LLC is owned and operated by public school teachers in Calvert county. The MVA requires each instructor to go through training and pass exams in order to teach drivers education.

In addition to this extensive training, many of our instructors have actual college degrees in teaching, are fully certified teachers through the Maryland State Department of Education, and have decades worth of combined teaching experience at the secondary level.

Our Team

Angela Cunningham
Office Director

Angela began teaching as a middle school Language Arts teacher in Calvert County in 1999 then transitioned to a math intervention teacher in Charles County. Angela now runs the driving school full time. As equally important to her and her family is their involvement in the community through volunteer and service work.

Email Angela at office@chesapeakeDS.com

Jeff Cunningham

Jeff has been a teacher for Calvert County Public Schools for well over two decades. Moreover, Jeff has been teaching Social Studies at Huntingtown High School since 2006. For the past few years Jeff has also taught in the classroom and behind the wheel Drivers Education for a local driving school. Along with his wife Angela, Jeff has run successful small businesses over the years while teaching CCPS students and raising 4 wonderful children.

Email Jeff at jcunningham@chesapeakeDS.com

Mike McGlothlin

Mike McGlothlin has been a teacher with Calvert County Public Schools since 2001. He works at Mill Creek Middle School as a Special Education teacher. Mike also coaches soccer at MCMS. Originally from Pittsburgh, Pennsylvania, Mike is married and has three children. He enjoys riding my bike, roller blading, and playing softball in his free time. Lastly, Mike loves working with children and looks forward to teaching students to drive safely.

Erin Mathers

Erin Mathers is an English teacher at Northern High School. She began her career at Chopticon High School in 2003 after moving to Southern Maryland from Pittsburgh, PA. Though the years, Erin has also taught at the community-college and elementary levels thanks to her positions as an adjunct instructor and a summer camp teacher. When she's not working with students, Erin volunteers with two dog rescues, and she loves to spend time with her family, friends, and pups.

Hilton Harrod

Hilton is a gentleman, a scholar...and a farmer. Hilton recently retired from over 30 years of teaching Special Education in St Mary's County Public Schools. He holds advanced degrees in education and has been teaching drivers education for over a decade. This affable and patient man can be found farming and raising cattle at his local Calvert farm in his spare time.

Tony Perry

Tony is a full time employee with FedEx. He has earned multiple safe driving awards. Tony has also been teaching behind the wheel for Maryland Driver Education for 13 years and he has loved every minute of it.

Bill Gash

Bill is a former marine and currently works for the U.S. Marine Corp in distribution logistics. Bill has a passion for cars and driving. He has taught Drivers Ed and Drivers Improvement for a decade. In his free time Bill loves to spending time with his wife and his daughter who attends Salisbury University.

Elizabeth Young

Elizabeth spent 4 years in the navy as a supply and logistics technician clerk before earning her CDL license. She held that license for 25 years and worked for a variety of companies, including UPS, charter bussing and newspaper delivery. She enjoys living in Maryland, but her love for her home state of New York is undeniable.