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So many ways to "just let go"
Make a big splash
Find your own special place
Discover something new
It's all here
Two Great Resorts.
Many experiences.

Island Grand Outpost


Thank you for checking out our Employment Website!

People often ask me, "Why should I work for your company as opposed to another company?" Good question.

First, we are the largest beach resort employer in the area: lots of opportunity for advancement and growth. We have over 250 different job titles, from resident artist to kitchen helper. We promote or transfer over 100 people every year.

Competitive pay, plus more! Many positions offer stepped rate scales so we can get our best employees more money faster. Many positions offer commissions, bonuses and other incentive programs for doing a great job. Cross training and multi-jobbing helps you can get the hours you want without leaving the company.

Great Benefits. Health, dental and life insurance, vacation, sick and holiday pay, of course. Plus benefits that other employers can't. Like our family and friends guest room rates, 401(k) with company match, paid uniforms, paid training, a summer picnic and winter holiday party, our exclusive Super Friendly Team and so much more.

But, in the end, what's really important is the people. What is it like to work here? Our Employees constantly rate our Managers very high on our Employee Opinion Survey. And, our Guests tell us we have the friendliest employees you can imagine.

Come see what we have to offer!

Don Wooldridge
Vice President of Human Resources
TradeWinds Island Resorts 


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TradeWinds Guy Harvey Outpost | TradeWinds Island Grand | St. Pete Beach, FL 33706
| | © 2014 TradeWinds Island Resort

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