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CEO Tells-All On Timeshare

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TWB proudly presents...

When we met Jason from timeshares we weren't interested, of course, but when he started to reveal more about himself (he's a real person) we wanted to know more. CEO Jason agreed to do an interview on timeshares and travel in general and we just knew our reader's would find this topic as interesting as us. Enjoy!


Who is the most interesting or strangest person you’ve met in your travels?

When I was 17, I met an elderly gentleman in Toulon, France. I was on my way to France to meet a friend and her family for a vacation, when my connection in Paris was cancelled. As a result, I arrived several hours late in Toulon.  I had no cell phone and no way of reaching my friend. I only knew the name of the resort where they were staying. 

Apparently, my despair was written all over my face.  While I was standing outside the airport, a very elderly many approached me and asked me in very broken English if I was ok and if I needed a ride. Against my mother's advice, I chose to take a ride from a stranger.  It was about an hour drive to the resort in St. Tropez. During the drive the stranger explained how Americans had, "saved his life and the lives of his family".  He continued on to thank me and had a tear rolling down his cheek as he drove. It was incredibly touching. When we arrived at the resort he dropped me off and refused payment for the ride. 


What is the most moving or emotional experience you’ve had while travelling?

One day while driving through Montana I stopped at a small family-owned motel in Deer Lodge. It was a quaint, extremely clean motel, and I got a much needed good night's sleep. The next morning I woke up very early as  I had a seminar the same day in Missoula, MT. I was just on the outskirts of Deer Lodge (which is on the outskirts of nowhere) when the sun began to rise. It was one of the most beautiful things I have ever seen.  There were no buildings for miles. No cars. No people. No billboards. No powerlines. Just nothing but rolling hills, covered in snow and ice. There had been freezing mist the night before which gave the landscape a glistening sheen that seemed to sparkle. As the sun began to come up the scenery was so overwhelmingly beautiful that I pulled the rental car off to the side of the road, got out, and sat on the hood and watched the sun come up.  It seemed that every color of the rainbow danced on the snow and ice covered hills. Majestic, serence, awe inspiring - all appropriate words to describe this scene, but all seem inadequate. This was truly an emotional experience.  Some would call it a "religious experience".  I will never forget it.

What is your most valuable lesson learnt from travel?

The more you see, the more you realize how much there is to see.  There is no investment offering a higher personal rate of return than the memories that come from exploring and traveling the corners of the world.


If you could visit any country in the world for just 1 week, what would it be and why?

The British Virgin Islands.  It is God's best work.


What city has the best value for money in your opinion?

Hands down, Orlando offers the best value for the money.  There are endless activities for all to enjoy.  Whether it be the nearby beaches, the theme parks, or some of the best restaurants in the world. Plus, with Orlando being the timeshare capital of the world, there are some amazing rental deals available that many travelers are not even aware of. Restaurants, car rentals, and most other activities are reasonable.


What is your favourite method of transport while travelling and why?

Flying first class. I don't think I need to explain why!


What is the most challenging part about working in the travel industry?

Everyone you meet wants (and often expects) special favors on the "best rental deal ever".

What was the catalyst moment that inspired you to start your business?

It was in 2003, and I realized how few people understand the difference and benefits of staying in a timeshare resort versus a hotel.


Why would someone choose a timeshare over regular holiday accommodation?

The typical timeshare unit has multiple bedrooms, a full kitchen, living room, dining room, all with resort amenities. Why would anyone pay more for a cramped hotel room? Home vacation rentals are, of course, also an option, but the perk of a timeshare is it combines the best of resort services with the privacy and comfort of a home rental - you can't get better than that.


What is the funniest question you have been asked by your clients?

Do you own a timeshare?


What is the strangest food you’ve eaten while on holidays?

I ordered chicken soup in Hong Kong… what i got instead was hot water and a chicken foot.

Jason Tremblay is the cofounder and Chief Marketing Officer of, LLC. Founded in 2003, the company includes,, and other high-visibility brands in the timeshare and vacation ownership space. 

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