Are You A Squaremouth Candidate?
Ideal candidates will have an intrinsic desire for personal growth and professional success.
They will be social, passionate about their work, laid-back and fun. They must be able to work with a lively group of overachievers. They will teach themselves, learn from others, and take ownership of their successes and challenges.
Current Job Openings
Why Work At Squaremouth?
We have received national recognition for our unique culture, nontraditional work environment and employee-centric benefits.
Our package of benefits is designed to reward hard work and promote a work-life balance. These perks and incentives have evolved over time, and are frequently re-evaluated to accommodate our growing company.
Award-Winning Company Culture
Everything we do at Squaremouth is in pursuit of our core goal to be the best place for anyone to buy travel insurance.
Navigating the Covid-19 Pandemic
Now, having survived the hardest part of the pandemic, Squaremouth is in an admirable position with sales projected to supersede pre-pandemic numbers by over 200 percent.
The company is also an outlier with a 50 percent female-led executive team. Having worked their way through the ranks of the multimillion-dollar company, the women in leadership positions feel acutely prepared for the shift their industry has experienced.
- TravelPulseCurrent Squaremouth Job Openings
Thank you for your interest in joining Squaremouth! Our current job openings are listed below.
We have been made aware of scammers posting fake Squaremouth jobs to gain personal information.
We will never ask for personal information via email during the interview process.
All of our active job openings are posted on this page. We also advertise our jobs on websites such as Indeed.com and LinkedIn.com.
If you are interested in applying for a Squaremouth position, please do so below.
Many of our jobs receive a high amount of applications. If you do not see the job you are interested in, it has been closed.
Our team is constantly growing! Please check back in the future as we often post new opportunities to join us.
Squaremouth Culture Awards
October 12, 2022 — St. Petersburg-based travel insurtech company, Squaremouth.com, recently received recognition by Florida Trend and the International Best In Biz Awards, for their culture and post-pandemic resiliency. The awards come two years after the company’s business declined by over 90% as a result of Covid-19. Despite the downturn, Squaremouth pledged...
May 17, 2021 — Squaremouth has been recognized as one of the Best Workplaces in America by Inc. Magazine for the fifth consecutive year. The company – a travel insurance comparison site – rooted itself in two core goals when the company was founded in 2003: to be the best place to...
August 19, 2020 — St. Petersburg-based travel insurance comparison site, Squaremouth, has been named one of Inc.’s 5000 Fastest-Growing Companies in America. This is the 8th year in a row that Squaremouth has earned a spot on this list. According to Inc. Magazine, less than 2% of companies have made this list...