Our Company

Using our comparison engine and over 86,000 customer reviews, travelers can search, compare and purchase travel insurance online. All policies purchased through Squaremouth come with our Zero Complaint Guarantee.

Established in 2003, Squaremouth has consistently been recognized nationally and internationally for its financial growth, company culture and benefits, and customer service.

Squaremouth is headquartered in St. Petersburg, Florida, with offices in Fort Wayne, Indiana. Our staff are featured as topic experts in national publications, including The New York Times, CNN and USA Today.


Customers Insured


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Squaremouth Sales Over the Last 12 Months

Fulfilled Employees Lead to Satisfied Customers

“Customers come back to Squaremouth because they know they’re going to receive excellent customer service. We make sure our employees are really happy, which transfers, of course, to customers.” Squaremouth Chairman Chris Harvey explains the strategies that helped Squaremouth become one of the fastest-growing companies in the country.

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A Dedication to Incredible Customer Service

Our No. 1 priority is providing exceptional service to every customer, every step of the way. All of our employees, regardless of their position, make up our multi-award-winning customer service team, giving each member of our team an intrinsic understanding of our customer base.

The goal of our customer service department is to “downsell”, recommending the least expensive policy that matches the coverage our customer is looking for. With no commission on the line, there is no motivation to push a more expensive policy. We always provide an unbiased recommendation tailored to each customer’s specific needs.

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A Guarantee Extended to All of Our Customers

Squaremouth established our unique Zero Complaint Guarantee to give our customers confidence that every provider on our website will handle their claim fairly and honestly.

We promise that every policy we sell is from a reputable provider.

If a customer is unhappy with how their claim is handled, our team of licensed claims adjusters will investigate their case and mediate with the insurance provider on their behalf. If the complaint is not resolved to our satisfaction, we will remove that provider from our website.

Click Here to Learn More About Our Zero Complaint Guarantee

Award-Winning Customer Service

We want our customers’ experience with us to be second to none. We invite every Squaremouth customer to post their experience with us on third party review website, ResellerRatings.

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We allow customers to LiveChat with us. After each conversation, they are able to leave a review of their experience with our customer service agents.

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Squaremouth is a seven-time Customer Service Department of the Year award winner.

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Squaremouth’s unique company culture has been recognized as one of Inc. Magazine’s Best Workplaces.

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View All Awards We’ve Won

Squaremouth Core Values

Squaremouth is committed to being the best place for customers to buy travel insurance and the best place for employees to work. We spend a lot of time on quality to make sure every customer receives true and unbiased responses to all of their questions. This goal is rooted in each one of our core values.


Everything we do, both on the website and over the phone is designed to allow customers to find the best policy at the cheapest price. Does the customer need to spend as much as they think they do? Continuously develop new ways to help the customer find the perfect policy at the lowest possible cost.

Be the reporter

Find the background to every situation. The more informed you are, the better position you will be in to help the customer or yourself. When you are faced with a problem or opportunity, be the reporter, dig for information. Always question those who are certain of what they are saying. Do not just accept an answer. Answers can change.

Continuously earn the right for the customer’s attention

Add value at all times. Communicate clearly and concisely. In a difficult or unusual situation, do what’s right, take the high road. Our good name is far more important than fat profits.

Our Culture

“We are a highly customer-focused company, and we’ve always believed that in order for us to provide the best customer service, we have to provide the best work environment.” – Squaremouth Co-Founder and Former CEO, Chris Harvey

Squaremouth’s award-winning culture is built around company-wide transparency and collaboration. Everything at Squaremouth – from our office layout to employee salaries – is open. Major company decisions come down to a group vote, including company trips and hiring decisions.

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Squaremouth Team

Squaremouth is headquartered in St. Petersburg, Florida, with a development office in Fort Wayne, Indiana. Squaremouth’s company culture is built around trust and was carefully crafted to maintain motivated and engaged employees, with benefits that promote a work-life balance, such as unlimited paid vacation and birthdays off with a beer bonus.

Squaremouth employees are a lively group of overachievers who learn from each other, and take ownership of our success and challenges together. We are a tight-knit group of employees who look forward to coming to work everyday.

Squaremouth Says Thank You

Squaremouth, a company that puts a focus on how to treat customers, rewards 20 who do the same

Throughout the month of December 2014, Squaremouth employees visited local businesses in St. Petersburg in search of outstanding customer service providers. Businesses in the tourism industry were chosen at random and employees were given no notice.

We searched for 20 individuals in St. Petersburg who went above and beyond for their customers. Those who exceeded our expectations received a plain black envelope containing $1,000 in cash… but it didn’t end there.

20 customer service providers received $1,000 – one final recipient received $10,000


    • Main Number

    • U.S. Customer Service

    • International Customer Service

    • Squaremouth Home Office

      Squaremouth, Inc
      4355 Central Ave
      St. Petersburg, FL 33713
  • Squaremouth Development Office

    Squaremouth, Inc
    110 West Berry Street, Suite 1806
    Fort Wayne, IN 46802