Meet Our Team
CFO and Vice-President of Operations
In Joe’s own words, he is ‘a dad who happens to be an accountant.’ We know him to be an accounting genius who manages the analysis side of financial performance for the Cheney Financial Group, which includes Cheney Insurance Agency. In addition, Joe provides behind the scenes support for our agents that allows them to focus on outstanding customer service.
Joe played a leading part in our transition to our newly obtained agency management system and it became clear that his role at Cheney is much larger than Controller. Therefore, shortly after the transition Joe was promoted to Chief Financial Officer | Vice-President of Operations.
He demonstrates regularly that he is able to manage multiple tasks as well as to be a team player and an exceptional resource. Undoubtedly, this is due to the frequent fishing, hiking, kayaking, gardening, plasma cutting, welding, and culinary arts he enjoys with his son Quin.
Joe holds an MBA and is an IRS Enrolled Agent.
Holly Harris, CPIA
Vice President Personal Insurance
Holly is known around the office for her ingenuity, efficiency and extensive knowledge in the fundamentals and practical details of a good insurance policy. She advocates on behalf of our customers with insurance carriers to provide them with information about the uniqueness of living along the Maine coast and the associated insurance risks. Why? So, they can produce competitive products and our customers can get individualized insurance coverages.
Holly contributes greatly to the supportive, collaborative, team centered approach we take here at Cheney Insurance. She regularly surprises us with her culinary skills and livens up our office with her brilliant sense of humor. Holly is also a member of Cheney's Community Involvement Committee.
What may be lesser known about Holly is that she has her Master’s Degree in Criminology, she is an avid fan of the Rolling Stones, and she is a Notary Public.
Jasmyn Rose, CPIA
Vice President Business Insurance
Jasmyn has been with Cheney Insurance for six years. She began her career in our personal insurance department and is now successfully leading the team in the commercial insurance department.
Jasmyn considers herself a young professional. We agree. She is bright, insightful, and a great listener. Jasmyn is dedicated to helping others and values the trust established between her and the business clients we serve. Her knowledge of the industry and ability to motivate makes her a great team leader.
She is a Super User of our agency management system, a designation given out to people who are trained to instruct others on how to navigate through the system. She continues to help our team to reach optimization using this system so that we can provide integrated and efficient customer service to our clients.
Jasmyn attributes her skills of working cooperatively and listening to other’s opinions to her involvement in sports. She lives a healthy, active lifestyle and inspires others around her to do the same.
Personal Insurance Agent
Since joining our team at Cheney, we have valued Kristina’s positivity and her desire to develop new skills and broaden her knowledge base.
Kristina holds a Maine Property and Casualty License and believes the work she does is crucial to the community. She appreciates that insurance is something that everyone needs and assists our clients in finding the right protection to safeguard their loved ones and financial security. Kristina cares that the details of a policy are clearly understood and has received three awards for outstanding customer service.
Kristina is a native of Ohio and now calls Maine home with her two daughters and their family dog named Cow. Her creative side is expressed through crafting, coloring with her kids, and Latte art. A personal goal is to travel the world to experience different cultures.
Personal Insurance Agent
Leah recently moved to the Midcoast from Massachusetts with her husband, young daughter and their two dogs. Her family regularly vacationed here when she was a child, and eventually they all have made Maine their home.
Leah’s many years of customer service experience cultivated excellent listening and problem-solving skills which she now brings to the insurance industry. She enjoys helping people identify their insurance risks and provide peace of mind by finding the right protection for their unique needs.
Leah is an avid reader, but then she comes from a long line of librarians. Her favorite pastime is exploring the great Maine outdoors with her family.
Commercial Insurance Agent
Tyler comes to Cheney with over four years of experience in the insurance industry. Before his new role, Tyler practiced Personal Lines Insurance in both the private insurance industry as well as corporate. He is known for making sure that whatever task is in front of him is done to the best of his ability and always wants to make sure the client he is working with is getting the best possible outcome for their situation. Besides insurance, Tyler is also a Notary Public commissioned with the State of Maine and happy to help you with any notarizing needs. Outside of the office, Tyler enjoys visiting historic parts of Maine, doing Escape Room puzzles with his wife Ana, being with friends and family and as always, relaxing.
Support Department Team Leader
Debbie has worked at Cheney Insurance since 1993 when she was hired as the receptionist. She has received the Cheney Award for Special Appreciation for Exceptional Team Building Efforts and has recently received our 25 years Dedicated & Loyal Service Award.
Debbie was born in Connecticut and summered in Maine (where she met her future husband) until moving here in 1978. Her and her husband live in Waldoboro where they raised their two awesome sons. Debbie enjoys spending time in Pemaquid and camping on Damariscotta Lake.
Not only does Debbie have extensive knowledge of Cheney Insurance Agency, but the Insurance Industry itself. She has a fondness for automobiles, especially the classics, and is a treasure trove of interesting insurance scenarios. Debbie does all the processing work for Personal Lines and handles the internet interfacing with our Insurance Providers.
Debbie was recently promoted to Support Department Team Leader as this department has grown. She manages the day to day operations and is the go-to person when training new staff.
Bobbi Lynn Monaghan
Director of First Impressions
Bobbi Lynn manages our reception area and helps support our personal and commercial departments. She is the first person a client speaks with when they call or stop in. Bobbi Lynn brightens our office with her radiant laughter and positive caring attitude. She is hardworking and gives 100% to whatever task is before her.
She was born in the Azores, on the island of Terceira, into a Navy family and has lived on both the East and West Coast of the United States. Bobbi Lynn has been settled here in Maine for the past 18 years, though she still loves to travel.
Bobbi Lynn is a Marine mom and is involved with various veteran groups. She enjoys spending time with family, horseback riding, reading and supporting her local animal shelters.
Insurance Support Specialist
Stephanie was born and raised on Cape Cod, MA. She started vacationing in Maine after college and fell in love with the mid-coast area. She and her husband have lived in Waldoboro for the past 19 years where they raise their two sons.
Stephanie was hired on at Cheney Insurance to a newly created part-time position in our support department. She assists our accounting team, orders office supplies, takes overflow calls, fills in at the reception desk when needed, contributes to our blog … you get the picture.
Stephanie has consistently shown a willingness to take on any task asked of her. She will often see something that needs to be done and do it. Though she only works part-time, her presence is now an ever-present part of our team.