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Web Designer

Squaremouth, America’s fastest growing travel insurance comparison website, is seeking an in-house Web Designer to join the company’s award-winning team in St. Petersburg, Florida. The candidate will be responsible for developing Squaremouth’s brand by designing beautiful websites and marketing assets for multiple business verticals.

What We’re Looking For
Squaremouth is looking for a talented and motivated designer, who wants to gain a deep understanding of the company's customer base, in order to shape several brand new company initiatives.

This position requires work from the company’s downtown St. Petersburg office, so the candidate must be within commuting distance. We are looking for a team player who can work with a lively group of overachievers in a highly collaborative environment. They will teach themselves, learn from others, and take ownership of their successes and challenges. The ideal candidate should have an intrinsic desire for personal growth and professional success.

As a part of the design and front-end development team, they will work closely with several departments, including marketing, media, customer service, and even the CEO, to execute design strategies across multiple projects.

The ideal candidate is a talented Web Designer, with some experience in front-end development, including HTML, CSS, and JavaScript. They should be willing to grow their front-end knowledge while maintaining their design expertise.

Projects include both customer-facing and internal web design, as well as UX design, branding, email and marketing asset creation.


  • Act as a hands-on member of the design team and work on projects from conception to execution
  • Conceptualize fresh, new designs for and our other products
  • Create high-quality designs with cross-browser and cross-platform compatibility
  • Work closely with Squaremouth’s development and marketing teams to improve the user experience
  • Design wireframes and prototypes in order to effectively communicate projects to different teams
  • Grow design skills, proactively take on new initiatives and challenging problems
  • Research and identify new trends to improve the company’s website
  • Become an expert in Squaremouth’s industry and customer base, which includes participating in customer service training and answering customer phone calls
  • Work from Squaremouth’s St. Petersburg office

Required Skills and Experience

  • At least 3 years professional experience in web design
  • Skills in Adobe Creative Suite (Photoshop, Illustrator)
  • Experience with HTML, CSS and JavaScript, with a desire to build knowledge and skills in front-end development
  • Background in user interface design and a clear understanding of the user experience
  • Knowledge of design principles, typography, web standards, and usability
  • Ability to manage tasks and maintain communication to provide finished projects
  • Communicate ideas and concepts clearly and concisely, while also being open to receiving feedback and direction as needed
  • Attention to detail with emphasis on accuracy and quality, and a critical eye for design aesthetics
  • Keep up-to-date with the latest trends in user interface design

Desired Skills

  • User Interface Design
  • User Experience Design
  • Bootstrap
  • WordPress
  • SEO a plus

Who we are
Squaremouth is America’s fastest growing travel insurance comparison site. The company has received national recognition for its unique workplace culture and business growth. Recent accolades include: Inc. Magazine best workplaces in America, Fortune’s #2 Workplace for Women in America, one of Florida Trend’s Best Companies to Work For, and one of Inc.’s Fastest Growing Companies.

The Squaremouth offices in downtown St. Petersburg provide a unique environment with free beer on tap, no assigned desks, no physical telephones, wide open work spaces, a nap area, pool table, on-site gym membership, and an incredible view of Tampa Bay.

Squaremouth's core values promote transparency, open communication, and group decisions. Everyone knows how much everyone makes, and the company’s unique raise policy was recently featured in the Business Observer. At any time, employees can request a pay raise, which is determined by a majority vote from their co-workers.

What we offer

  • Competitive salary based on experience
  • Revenue share
  • Unlimited paid vacation
  • Paid medical
  • 401(k) match
  • Mandatory birthday off with $200 beer bonus
  • Automatic CPI increase every January
  • Paid gym membership
  • Paid parking
  • Involvement in major Squaremouth decisions, including pay raises and new hires

Local candidates only.

No agency or freelance inquiries please.

Media stories on Squaremouth’s culture

Wall Street Journal

Tampa Bay Times

Florida Trend


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