Building a Business Legacy in St. Augustine | Kyle Dallaire’s Story

Join us for an inspiring conversation with Kyle Dallaire, a serial entrepreneur making waves in St. Augustine with multiple local ventures. In this episode, Kyle walks us through how he built his business portfolio. Starting from humble roots to becoming a local powerhouse and how he continues to invest in his community.We dig into: • The story behind Whips Waffle Co., a locally beloved waffle shop on St. George Street • Kyle’s other ventures: Likit Soft Serve, Ben’s Soft Pretzel, Mimi’s Famous Crepes, Colorful Creations Gifts, and more via his Instagram @kyle_dallaire • How he managed growth, risk, and scaling in a tourist-driven town • His philosophy on legacy, impact, and sustaining momentum in a small market • Challenges he’s faced, lessons learned, and where he’s headed nextIf you’re curious about local business, scaling in community, or rooted entrepreneurship, this episode is for you.👉 LIKE if you enjoyed this and SUBSCRIBE to stay up on more stories from leaders building in real places.