Meet Our Staff


Ken Herman, Rental Manager, Broker-In-Charge.

Ken offers his skills in customer services to all guests, owners, and visitors. Knowing how to go the extra mile keeps Ken and Pirate’s Cove Realty ahead of the others. Ken is a North Carolina Real Estate Broker.

Sarah Winters, Rental Coordinator, Broker, REALTOR

Sarah joined our team here at Pirate’s Cove in 2015.  Her love of the area and considerable experience in customer service are a winning combination to help our guests book their Outer Banks get-away. Sarah is a NC Real Estate Broker.

Dylan Gillespie, Vacation Specialist, Broker, REALTOR

Originally from Richmond, VA Dylan joined our rental team after graduating from Hampden-Sydney College in 2018. His 10+ years as an Outer Banks vacationer himself, along with his knowledge of the area and many years in the hospitality and customer service business, make him a great fit at Pirate’s Cove.

Wendy Costello, Vacation Specialist.

Initially moving to the Outer Banks in 1998 with her partner, Wendy fell in love with the area and community so much that she decided to raise her family here. After spending the better part of her career working with animals in the veterinary field, and other various customer service related positions, Wendy joined us at Pirate’s Cove in 2019 and makes an excellent addition to our team.

Ksusha Kroptova, Bookkeeper.

Ksusha joined the Pirate’s Cove team as a marketing specialist to help with coordination, management, and execution of all the company’s’ marketing efforts and campaigns. After 2 years she moved to Accounting Department and became the bookkeeper the Pirate’s Cove Realty.

Operations (Housekeeping & Maintenance)

Chris Dinwiddie, Operations Manager.

Laine Dinwiddie, Housekeeping Supervisor.



Kristine Bergin, Sales Manager, Resort and Second-Home Property Specialist (RSPS), Accredited Buyer’s Representative (ABR)  – 252-473-4207

Laura Mascia, Associate Broker – 252-256-3364

T-Mike Morrison, Associate Broker  – 252-207-9443

Tyler Reber, Associate Broker  – 252-573-8601

Christi Baer, Associate Broker – 252-432-0187

Frank Brown, Associate Broker  – 252-473-4213

Elizabeth Cloninger, Associate Broker  – 252-473-3771

John Robbins, Associate Broker – 252-423-0516