Ryan Olin

Chief Operating Officer

RealJoy Vacations

About Me

Ryan Olin is the Chief Operating Officer of RealJoy Vacations. RealJoy Vacations has properties in Destin, 30a, Panama City Beach, and St. Pete Beach, FL. RealJoy is one of the fastest-growing organic companies in the US and has not raised a penny from investors. Olin manages the Operations, Marketing, Reservations, and Sales Team at RealJoy. Olin joined the Team in 2017 and has helped grow the company from 275 properties to over 1,000 properties. RealJoy Vacations adds on an average of 30 properties per month through word of mouth and their growth software’s in which they sell outside of their areas. Olin was the Inn Keeper of Henderson Park Inn, Destin Florida’s premier beachside hotel from 2007-2016. Henderson Park Inn is adults-only and all-inclusive. Henderson Park Inn has some of the highest ADR’s and Occupancy in the entire panhandle of Florida. Olin, not only headed up the operations of the Inn, but was also in charge of the marketing. Accolades include, voted “Most Romantic Hotel/Resort in all of North America and 2nd in the World”, named “Destin’s Best Inn” by Southern Living Magazine, part of the Southern Living Hotel Collection, 6 stints on Price is Right and Wheel of Fortune, appearances on popular TV shows like Say Yes to Dress on the TLC Channel and House Hunters on HGTV. Ryan also oversaw the 100 seats on-site restaurant, Beach Walk Café. Beach Walk Café had been ranked number 1 in the area on Trip Advisor for 2 straight years and also a Top 100 restaurant in the nation on Open Table. In 2011, Ryan and his associates formed a successful nation magazine called Beaches, Resorts, and Parks Magazine. Jimmy Buffett, Amy Grant, Emeril, and Paul Deen are some of the celebrities that have been a feature on the cover of this national magazine, distributed in over 600 complimentary locations along the Gulf Coast and nationally in many book stores and grocery chains. Olin sold this magazine to a larger publishing company. Olin has a background in Resort Management, working every job from housekeeping, maintenance, front desk, reservations, and more. Olin has been married for 15 years and has 4 children.

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