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Senior Creative Writer

Squaremouth is looking for a Senior Copywriter to join our Marketing team. This is a mid-level position, with the opportunity for fast advancement for driven individuals. The ideal candidate for this position is highly creative with at least 3 years of direct writing and editing experience; press release writing experience is preferred.

This person will be responsible for managing and contributing to all editorial duties, including: press releases, website content, marketing campaigns and editorial articles. They should be able to translate technical information into engaging and impactful copy, develop a deep understanding of our industry and keep a pulse on newsworthy events impacting travel. This person must have the ability to learn and communicate using Squaremouth’s unique voice to create impactful copy across different mediums.

We are seeking a self-motivated individual who has an intrinsic desire for personal growth and professional success, and who strives to be an expert in our industry. They will teach themselves, learn from others, and take ownership of their successes and challenges. This person must be a team player as Squaremouth is a highly collaborative environment. They also must be able to accept and learn from constructive criticism.

Responsibilities and Requirements

  • Write engaging and creative copy, including articles and press releases for both consumer and media audiences
  • Consistently execute attention-grabbing messaging that is on-brand and on-voice
  • Ability to translate technical language into easy-to-understand content
  • Ability to prioritize and multitask between writing projects and handle several tasks simultaneously
  • Ability to work in a deadline-driven environment, to create urgent content and meet tight deadlines
  • Collaborate with the Marketing Department to develop new marketing initiatives and improve existing marketing efforts
  • Keep a pulse of the industry to identify new and newsworthy topics
  • Become well-versed in Squaremouth’s unique company culture and approach to customer service


  • Passion for copywriting and editing
  • Excellent communication skills
  • At least 3 years of copywriting experience
  • Engaging and creative writing style
  • Highly attentive to detail
  • PR, Marketing, or Communications experience
  • Bachelor’s degree in Communications, Journalism, English or related field
  • Able to handle constructive criticism and accept different points of view and feedback
  • Strong personal drive with the ability to work both independently and within a team
  • Commitment to providing incredible customer service
  • BONUS: Familiarity with SEO best practices and writing for SEO
  • BONUS: Experience using Wordpress, Hootsuite, ExactTarget and Salesforce
  • BONUS: Experience writing for the travel industry

What we offer

  • Competitive salary based on experience
  • Revenue share
  • Unlimited paid vacation (minimum 10 days off required)
  • Paid medical
  • 401k match
  • Mandatory birthday off with $200 beer bonus
  • Access to the Squaremouth company boat
  • One dedicated work-from-home day per week
  • Automatic CPI increase every January
  • Rapid promotion
  • Paid gym membership
  • Paid parking
  • Involvement in major Squaremouth decisions and future direction, including pay raises and new hires

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’s 2017 Best Workplaces in America, Fortune’s #2 Workplace for Women in America, 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 organizational structure is relatively flat, promoting 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.


Local candidates only.

No agency or freelance inquiries please.


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