NOTICE: We strongly urge you to read our COVERAGE ALERT before purchasing your travel protection plan. It is important that you understand how our policies limit or exclude coverage related to COVID-19, as well as temporary, specific accommodations we are making during the pandemic.

About Us


Providing coverage exclusively to the vacation rental industry in coastal, lake, ski and mountain destinations, Red Sky has extensive knowledge and experience. We meet both the needs of guests and the business goals of vacation rental managers through our comprehensive travel insurance plan design – Sun Trip Preserver, Ski Trip Preserver, Ski Pass Preserver and Mountain Trip Preserver.

Founded in North Carolina’s Outer Banks, our years of experience helping vacation rental managers weather the storm of unforeseen disruptions to their guests’ vacations make Red Sky a trusted advisor. Thorough planning and quick response are in our nature. 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 strong reputation of our underwriter.


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

President / 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

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

Rocky Mountains, California, Oregon, Washington

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