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

14 min read

The U.S. States Where Your Flight Is Most Likely to Be Delayed

Nearly 1 in 4 flights across the U.S. run late or are canceled, according to data from July 2024 to June 2025. In som...

7 min read

Does Travel Insurance Cover the Flu?

Key Statistics: Since we’re in the peak of flu season, it’s crucial for travelers to understand how travel insurance ...

7 min read

Airline Passenger Rights: Flight Cancellation & Delay Compensation

Key Takeaways What Do Airline Passenger Rights Actually Cover? Despite recent rollbacks of the passenger bill of righ...

3 min read

What Are AM Best Ratings and How Do They Help When Buying Travel Insurance?

Traveling has become more unpredictable than ever, and traveler concerns have risen to an all-time high. From illness...

3 min read

America’s Best Bucket List Destinations and How To Protect Them

ST. PETERSBURG, FL., August 5, 2025 — Like temperatures across the nation, domestic travel is on the rise this summer...

2 min read

Squaremouth’s Top 4 Tips to Save Money on Travel

ST. PETERSBURG, FL., July 29, 2025 — The cost of travel has reached an all-time high, with the average trip costing r...