Steve Caron

GM/CEO iTrip

Steve Caron has been GM/CEO since March of 2021. Prior to being promoted to GM/CEO, Steve was the Vice President of Operations since June 2019. Previously, he was our Chief Operating Officer from October 2018 to June 2019. Prior to that time, Steve served as Vice President, Head of Vacation Rentals of Choice Hotels International from April 2016 to October 2018 in Rockville, Maryland. Additionally, Mr. Caron served as Vice President of Vacation Rentals of Tourico Holidays, Inc. from February 2013 to April 2016 in Altamonte Springs, Florida. Steve began his career as an Special Operations Air Force Officer and Instructor Navigator for 10 years before joining the short-term rental industry including roles as CIO at ResortQuest Intl, Co-Founder of Sterling Resorts and Co-founder of several industry focused startup companies.

Oct. 30, 2024

Throwback to Our Fan-Favorite Episode with The OG’s of the Panhandle: Lino Maldonado, Jim Olin, Paul Wohlford and Steve Caron

In this special re-air of one of our most popular episodes, Alex & Annie brings together a powerhouse panel of industry experts, known as the OGs of the Panhandle. Our guests—James Olin, Steve Caron, Lino Maldonado, and Paul Wohlford—share invaluable insights from their decades-long journeys in the vacation rental industry, reflecting on where it all started, where it is now, and where it’s headed. Episode Highlights: The Early Days: Travel back with our panel as they recount the challenges a...

Guests: Steve Caron , Lino Maldonado , James "Jim" Olin , PAUL WOHLFORD

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The OG’s of the Panhandle: Lino Maldonado, Jim Olin, Paul Wohlford, and Steve Caron

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March 6, 2024

The OG’s of the Panhandle: Lino Maldonado, Jim Olin, Paul Wohlford, and Steve Caron

In this episode of "Alex and Annie, The Real Women of Vacation Rentals," we embark on a fascinating journey into the vacation rental industry with a panel of seasoned experts known as the OGs of the Panhandle. Our guests, including trailblazers like Jim Olin, Steve Caron, Lino Maldonado, and Paul Wolford, share their personal journeys from the industry's early days to the dynamic landscape it occupies today. The Early Days: Dive into the challenges and triumphs of being pioneers in the vacati...

Guests: Steve Caron , Lino Maldonado , James "Jim" Olin , PAUL WOHLFORD , lino

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Feb. 2, 2022

Finding National Success through Local Operations, with iTrip CEO Steve Caron

In this episode we are joined by iTrip CEO Steve Caron, an industry veteran whose tour of duty began in the Air Force as a special operations night instructor. When Steve departed the service, he went on to use his computer science degree as lead technologist for Abbott Resorts, the largest vacation rental company on the Gulf Coast at the time. Abbott was eventually sold to Resort Quest, the first company to attempt becoming a national vacation rental brand. Founded by hotel execs, Resort Quest ...

Guest: Steve Caron

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