About Red Sky

The vacation rental travel insurance experts

Providing coverage exclusively to the vacation rental industry in coastal, lake, ski and mountain destinations, Red Sky has greater knowledge and experience than any other provider in the business. We offer unmatched expertise to help meet both the needs of guests and the business goals of vacation rental managers through our comprehensive travel insurance products – Sun Trip Preserver, Ski Trip Preserver, Ski Pass Preserver and Mountain Trip Preserver.

We’re hurricane-tested. Founded in North Carolina’s Outer Banks, our years of experience helping vacation rental managers weather the storm of unanticipated disruptions to their guests’ vacations make Red Sky a tried and true partner. Thorough planning and quick response are in our nature, and it’s no coincidence that we provide the best hurricane protection in the nation. When you need us most, we resolve claims swiftly and with ease.

We’re small, but mighty. With Red Sky, you’ll experience the best of both worlds – the personal attention of a core team of professionals to address your needs and the financial strength of our powerful underwriter standing behind us.

We are licensed throughout the United States and Canada.

Our Team

Red Sky’s ownership and management team have been in the vacation rental industry for decades, so we know from experience the challenges you face. Dealing with guests, owners, housekeeping, maintenance and a host of other issues leaves you little time to spend worrying about travel insurance details – that’s why we’re here.

Our commitment to personal attention is more than a strategy – it’s a core belief that’s rooted in our own experience on your side of the rental counter.

Drawn to living in beautiful destinations, Laird worked kitchens, rental counters and delivery routes throughout the U.S. before returning home to North Carolina’s Outer Banks. As investor, banker, rental manager, general contractor and now insurer, there is little about the industry that he doesn’t have hands-on experience with. He recounts his hurricane history like a roster of old uninvited friends, taking their destruction in stride, and leading him to a heartfelt appreciation for the challenges and concerns of vacationing guests and the VRM industry. A self-confessed workshop piddler, Laird is crazy about his daughters Liz and Ede, as well as UNC basketball.

Laird Sager

National Accounts


Kim brings vacation rental company experience to her job at Red Sky, with real understanding of the needs of property managers and their guests. She provides key support to the Red Sky team and is quick with answers for vacation rental clients and vacationing guests.

Kim Casper

National Accounts


Nancy came to know the Vacation Rental Management community by selling reservation software, leading to her current focus on travel insurance needs for the same clients. Nancy has been in the travel insurance industry for over 10 years, and the Florida and Alabama Gulf Coast vacation market is her area of expertise. Nancy brings this experience and knowledge to our clients and enjoys building personal relationships with partners. She enjoys gardening, travel, decorating and healthy living, and is the proud mama of two daughters.

Nancy DiRienzo

Florida, Alabama, South Georgia


Born and raised on the Outer Banks, Liz's first memories within the vacation rental industry include sweeping the floors of under-construction vacation homes built by her dad, packing linens and changing air filters in 220 vacation homes every month. Upon graduating from the University of North Carolina at Chapel Hill, Liz moved to Aspen, Colorado for “just one ski season.” Five years later, she's thrilled to call Colorado home. Liz enjoys skiing, hiking, mountain biking, camping, traveling, spending time at the beach (especially at home on the Outer Banks) and cheering on her Tar Heels.

Liz Sager

Client Relationship Manager


With over 25 years of property management and sales experience, Malissa brings a broad range of customer care skills and knowledge to the Red Sky Travel Insurance Team. Malissa received her BS in Commercial Recreation at East Carolina University (Go Pirates!) and her Master’s Degree in Travel & Tourism and Sports Management from NC State University. She feels very fortunate to have lived on the Outer Banks since 1990. She loves ECU football and enjoys the many activities available on the Outer Banks with her husband, Curtis, and their French Bulldog, Rudy.

Malissa Suggs Perry

Sales & Client Support