Carlisle

Dawn Shoop
Co-Owner & Manager

At the helm of Madison Settlement Services Carlisle is Dawn Shoop, Branch Manager and Co-Owner, who has perfected the art of property law and simple, stress-free closings, with over 35 years’ experience in the real estate escrow and title insurance industry. Communication is her special skill, ensuring every client walks away confident, informed and completely at ease. Whether you’re buying a house for the first time or securing an investment in commercial property, Dawn makes sure the process feels effortless.

Cassandra Michael
Operations Manager

Cassie has worked in Title Insurance since 2017, developing expertise in title processing and its many complexities. As Operations Manager and the team’s “Qualia Guru,” Cassie is known for tackling challenges head-on; managing and resolving any unexpected chaos that arises, cutting through red tape and handling the details so others can stay focused on their work. She also supports the law office with legal document requests when needed.

Outside work, Cassie enjoys visiting breweries, wineries, and restaurants with her boyfriend, playing slow-pitch softball, camping, and staying active through sports. Above all, she’s a proud mom of two wonderful children.

Courtney Cauthon
Controller

After a lifetime of moving around the country, Courtney knew she could settle just about anywhere, but Carlisle immediately felt like home—a connection deepened by discovering her family’s roots in the region dating back to 1734! Driven by curiosity and a passion for learning, Courtney holds a Bachelor’s degree in History & Museum Sciences, a Master’s in International Relations, and a Master’s in Procurement and Acquisition Management. She applied her academic background as Budget and Finance Manager for the Army Heritage Center Foundation, overseeing a multi-million dollar project for the U.S. Army in Carlisle. Now serving as Controller for all Madison entities, she brings her diverse experience and national perspective to every partnership across the states, combining financial expertise with a deep appreciation for place and purpose.