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.

Pamela Currie

Pam was born and raised in New Jersey and a middle school teacher before moving to Maryland. She is married and has three boys and has been a substitute teacher with Calvert County Public Schools since 2008. Pam has been very involved in her boys' sports over the years as a volunteer coach, manager, and just about anything else needed by their teams. She volunteers at the food pantry when not substituting or teaching driver's education or behind the wheel. Pam enjoys running and spending time with her family, pets, and friends. She is energetic and always happy to share her knowledge and experiences with the students to make them safer and better drivers


“Joshua Collins is a Calvert County native, graduating from Huntingtown High School in 2016. Josh has worked in many fields, including construction, federal security, and has now entered his preferred career within the world of education.
Josh currently works with special needs students at Patuxent High School. Josh's easy-going attitude, youth and friendly demeanor, along with his desire to answer the many questions young students have in the classroom and behind the wheel of the car, makes him a true asset to Chesapeake Driving School."