Meet the Team

Rachel Frost is a seasoned professional with over 20 years of experience in hospitality sales and marketing. Rachel has successfully driven revenue growth across all segments and implemented creative marketing strategies throughout her career starting in resorts (Hyatt Regency Newport Beach) to convention hotels (Grand Hyatt Washington) to luxury (Ritz-Carlton, Washington, D.C.).  Since joining the Hotel Bennett team in 2019, Rachel and the sales team's unwavering commitment have achieved record-breaking results and fostered a culture of excellence.  

Jared brings 20 years of hospitality experience to the team at Hotel Bennett. His journey began after graduating from the University of South Carolina with a degree in Hospitality Management. He then embarked on his career with Hyatt Hotels in Washington, DC gaining valuable experience in various aspects of hotel operations, accounting, and revenue management.  While rising through the ranks at Hyatt, he also attended classes at the University of Maryland earning his MBA. Prior to joining the opening team at Hotel Bennett, he served as Revenue and Marketing Manager with Charlestowne Hotels where he personally contributed to the success of 19 properties made up of a mix of boutique, independent, luxury and branded hotels. 

A native South Carolinian, Collin Carter joins Hotel Bennett after spending four years at Sonesta Resort Hilton Head Island. Following his time in operational management, he held the title of Sales Manager and was a key player in the resort’s growing popularity. Collin studied Hospitality Management at the University of South Carolina, specializing in Hotel Development.

Amanda brings 15 years of hospitality experience to the Hotel Bennett Sales Team. She most recently joins us from The Hermitage Hotel in Nashville, TN where she held a Sales Manager role. Her previous experience includes five years at Sea Island Resorts as Senior Wedding Manager, Sales and Events Manager at the Pearl Hotel, and Nemacolin Woodlands Resort as Resort Sales and Operations Manager. She attended the University of Georgia where she studied Marketing. We are thrilled to welcome Amanda to Charleston and Hotel Bennett!

Hailing from Minnesota, Kamie Olson brings “Minnesota Nice” to the South. Her nearly 10-year career in hospitality began with front office operations. She specialized in guest loyalty and retention within the Hilton Garden Inn, Radisson Blu and Embassy Suites properties in the Twin Cities. Following her hotel operations experience, she worked as an Inside Sales Manager in the commercial machinery industry. In 2019, Kamie moved to Charleston and returned to her true passion, hospitality, when she eagerly joined the Hotel Bennett family. Minnesota’s loss was certainly our gain!

Caley joins Hotel Bennett from the Royal Sonesta Chicago Collection where she supported several luxury properties in downtown Chicago. Over her 10+ years in the hospitality industry she has held positions in hotels, private dining and corporate dining services. She has a B.A. in Hospitality Management from Kendall College and a F&B Management Diploma from Les Roches International School of Hotel Management located in Bluche, Switzerland.

Kylie joined the Hotel Bennett Sales & Marketing team in May 2023. Previously, she specialized in public sector events in Washington, DC, managing the historic Meridian Ball for Meridian International Center. The event gathers 1,000 diplomats, government officials and private sector leaders annually. She is a proud graduate of Clemson University and holds a master’s degree from American University in Washington.  

Wendy joined the Hotel Bennett Sales & Marketing team after relocating from Florida, where she built her career in luxury hospitality and events. She began as an Event Services Coordinator at The Don CeSar in St. Petersburg before moving into sales roles at Hotel Alba and the Hyatt in Downtown Tampa, where she managed corporate, social, and wedding events. Wendy holds degrees in music from both Westmont College and the Longy School of Music.

Casey brings eight years of experience in Charleston’s hospitality and creative industries. Prior to joining the Hotel Bennett team, she was the Associate Creative Director at Kiawah Island Golf Resort and The Sanctuary, where she oversaw branding and design efforts. Earlier in her career, she focused on digital marketing and social media, developing content strategies for a variety of local and regional brands to boost engagement and strengthen brand presence. Casey earned her degree in Public Relations with a minor in Graphic Design from the University of South Carolina.

Jessica Insko brings a deep passion for hospitality and a commitment to exceptional guest experiences to her role as Leisure Sales Manager at Hotel Bennett. A graduate of the University of Kentucky with a degree in Hospitality Management & Tourism, Jessica moved to Charleston in 2020 to begin her career at Hotel Bennett.  She advanced through key guest services and front office roles—Guest Service Associate, Front Office Supervisor, and Assistant Front Office Manager—before joining the Sales Team as a Sales Coordinator, where she fostered relationships and curated luxury experiences.