Steven Benna is the Senior Marketing Manager at Squaremouth, where he oversees the production, review, and editing of the company’s travel insurance content.
For nine years, he has helped shape Squaremouth’s voice through content and marketing initiatives, focusing on delivering accurate and accessible information to travelers.
Drawing on his background in Journalism from the University of Missouri and customer support training in Squaremouth's call center, Steven creates informative, easy-to-understand content that helps travelers make informed decisions about their coverage.
Before joining Squaremouth, Steven worked as a journalist for Business Insider in New York and the Business Observer in Florida.
Journalism & Communication
Travel Insurance Benefits
Data & Industry Insights
Domestic & International Travel
University of Missouri
Press Room 3 min read
America’s Best Bucket List Destinations and How To Protect ThemST. PETERSBURG, FL., August 5, 2025 — Like temperatures across the nation, domestic travel is on the rise this summer...
Press Room 2 min read
Squaremouth’s Top 4 Tips to Save Money on TravelST. PETERSBURG, FL., July 29, 2025 — The cost of travel has reached an all-time high, with the average trip costing r...
Press Room 2 min read
One Year After CrowdStrike Outages, Traveler Concerns Over Flight Disruptions Reach All-Time HighST. PETERSBURG, FL., July 18, 2025 — Tomorrow marks one year since the CrowdStrike outage that caused thousands of fl...
Press Room 3 min read
Squaremouth Reveals The Top 6 Questions Travelers Are Asking This SummerST. PETERSBURG, FL, July 11, 2025 — Traveler anxiety has steadily been on the rise this summer, due to concerns over ...
Press Room 1 minute read
The Top Traveler Concerns Heading into 2024Squaremouth polled more than 6,500 customers regarding their upcoming trip to determine the most common traveler conc...
Press Room 1 minute read
New Study Shows Rise in Traveler SpendingSquaremouth polled more than 4,000 customers regarding their travel spending habits to identify real-time trends abou...