This case study examines the economic impact of the Wellington Equestrian Festival in Florida and explores potential business expansion strategies. The CEO of Wellington Equestrian Partners seeks to assess the festival’s annual economic contribution to the community and develop ideas to grow the business for potential investors. The case involves calculating the festival’s economic impact, estimated at $112.5 million annually, through various revenue streams including competition fees, hospitality, and local spending. It also challenges participants to brainstorm creative expansion plans, such as extending the festival duration, increasing spectator attendance, partnering with local businesses, and exploring new locations. The case emphasizes the importance of balancing growth opportunities with potential risks in the unique equestrian industry context.