Meet Our Staff

Jeff Shields, President, CMCA, AMS

Jeff graduated from Elon College and also did graduate studies at the University of North Carolina at Greensboro. He founded Seaside Management, Inc. in January 2003 when he saw a need for a focused, professional, community management firm to handle the growth and development on the Outer Banks. The initial client-base was seven associations, which has grown to approximately fifty today. Prior to founding the company, he worked with a large homeowner association in Corolla for twelve years as Director of Owner & Guest Services. Jeff oversees subcontractors & vendors, maintenance issues, large project planning, pool operations, budgeting and strategic planning for Seaside Management.  On his off-time, he cycles, surfs, boats and beats his boys at bocce ball on the beach.

Kelly Shields, Vice President, CMCA, AMS, PCAM

Kelly graduated from the University of Delaware with a Bachelor of Arts in Communication. She oversees the administrative, financial and communication functions of Seaside Management. She is responsible for office management, financial management of the associations, as well as managing insurance policies, replacement and reserve planning, and budgeting. Kelly’s professional background includes sales and marketing, public relations, event planning, and strategic planning.  When not digging into all of that paperwork, she likes to dig in her garden and play tennis.  To relieve some of that work stress, she took up yoga and loves it.  So much so, that she completed her 500-hour teacher training and teaches classes at Outer Banks Yoga.

shannonShannon Bracy, Association Manager, CMCA, AMS

Originally from Edenton, NC, Shannon moved to the beach when she was 14. She graduated from Manteo High and received an Associates Degree from the University of Phoenix. She is married and has three beautiful children. In her free time she enjoys spending time with family, and playing softball and football. She brings more than 10 years of property management experience to Seaside Management.  Shannon is the point person in managing a group of single-family and condominium associations from Kitty Hawk to Hatteras Island.

Caitlan Driver, Association Manager, CMCA, AMS

Originally from Wilson, NC, Caitlan moved to the Outer Banks in 2001. She received an Associate of Arts Degree from College of the Albemarle and a Bachelor of Science in Business and Marketing Education with a minor in Business Administration from North Carolina State University. Caitlan manages multiple condominium and single-family associations and also coordinates architectural review applications and approvals. She is the queen of color coordination and to-do lists. Caitlan enjoys photography, spending time with family and friends, and football season.  She is a Wolfpack and Carolina Panthers fan.


Hennie Pepler, Association Manager, CMCA

Hennie and his wife, both originally from South Africa, moved to Harrisburg, Pennsylvania for a 2-3 year adventure that became a permanent stay in the United States. In 2016 they were finally able to flee the PA winters and settle at the beach. After serving as an officer in the military, Hennie got a Bachelor’s Degree in Commerce from the University of Stellenbosch. His experience includes the services industry as well as business and manufacturing management. He likes cycling, playing tennis, and now that he lives at the beach, Hennie hopes to prove to his wife he can actually catch a fish when he says he is going fishing!

Robin Askew, Association Manager, CMCA, AMS

Originally from Charlottesville, VA. Robin moved to the Outer Banks in 2005. She is married with two children and resides in Manteo NC. She graduated from Mary Baldwin College with a Bachelors degree in Business Administration with a major in business management.  She has  15 years of property management experience.  She enjoys spending time with her family, going to the beach and gardening. Robin manages multiple condominiums and single-family associations.

Kristen Iwashchenko, Accounting

Kristen migrated south from upstate New York after high school to play sports for Old Dominion University in Virginia where she got her Bachelor of Science in Marketing Education with a concentration in Business Marketing. Along the way, Kristen has been in radio advertising, a restaurant manager, a small business owner, secretary of the PTA, a property manager, a soccer player, and a mom. Kristen joined Seaside Management in 2015 and is in charge of accounts payable, vendor information management, and association employee payroll. Visiting the Outer Banks since the age of 10 and being a property owner since 1999, Kristen, her husband Mike and their two children finally moved to the beach in 2013 to enjoy the salt life. When not counting beans, she enjoys walking the beach hunting for sea glass, gardening, thrifting, music, and playing with her chocolate lab Kava.

Vicky Green, Administrative Assistant

After living in the Washington, D.C. area for 25 years where she worked as a Consultant for the Federal Government in Accounts Payable, she and her husband decided to pack up and move to Hatteras Island. There she worked in Guest Services with a local rental company. After an adventurous time on Hatteras Island they decided to relocate to Southern Shores. Vicky and her husband have 4 children and 3 wonderful grandchildren. Being orginally from the Boston area, she is a huge New England Patriots fan and overall football geek! She enjoys spending time on the beach and anything outdoors. She also enjoys discovering new local places, cooking and reading a good horror book!

Lori Fager, Admin & Accounting

I am from a military family, we moved 6 times before settling in the DC area.  I moved to the Outer Banks to raise my now 10-year-old grandson. I enjoy reading, watching baseball and baking bread.

Diane Joyner, Accounting

After many years in Tidewater Virginia, Diane brought her years of accounts receivable experience to Seaside Management and started a new life in the OUter Banks. Her new marriage to an OBX local and working at Seaside have both been an integral part of adapting to life at the beach. On her time off, she enjoys the outdoors and fun in the sun!


Chris Driver, Association Manager Assistant

My name is Chris Driver and I have spent the majority of my life around the beach. I have lived most of my life between the Outer Banks and Wilmington, NC. My educational background consists of an Associate in Science degree from College of the Albemarle. I enjoy the wonders of nature by running and hiking when I have the time. I have a background of over a decade in various Customer Service jobs plus a few years under my belt in the property management realm.  Photo coming soon!


Maintenance Technicians

Stephen Umphlett                     Patrick Forbes           Owen Pace



Stephen,  Patrick and Owen handle various maintenance items at the communities on an on-going basis, such as general upkeep of common areas, parking lots, walkways, and amenities. They fix gates, repair decking boards, hang signs, replace outdoor shower heads, paint fences, roll back trash cans, and the list goes on and on and on.  If you see them on your property on a hot and sunny summer day, give them a cold bottle of water and a pat on the back.