Steven Benna
About
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.
Expertise
Journalism & Communication
Travel Insurance Benefits
Data & Industry Insights
Domestic & International Travel
Education
University of Missouri
Recent Work by Steven Benna
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 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
2,700 Customer Calls Reveal Why Travelers Are Buying Cancel For Any Reason InsuranceSt. Petersburg, FL – June 30, 2026 — Over the past three months, Squaremouth, the nation’s largest travel insurance m...
Press Room 3 min read
Solar Eclipse Drives 70% Spike in Travel to Spain. Here’s What Travelers Should Know Before They GoSt. Petersburg, FL – July 21, 2026 — For the first time in 120 years, a total solar eclipse will be visible from main...
Travel Advice 10 min read
Airline Passenger Rights: Flight Cancellation & Delay CompensationKey Takeaways What Do Airline Passenger Rights Actually Cover? Despite recent rollbacks of the passenger bill of righ...
Travel Advice 10 min read
Which Airlines Mishandle the Most Luggage?Key Data Points Every year, the U.S. Department of Transportation (DOT) releases an annual report on how airlines per...