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
Travel Advice 7 min read
The True Cost of Canceling a Trip Without Travel InsuranceThe True Cost of Canceling a Trip Without Travel Insurance Imagine you’ve spent months planning your bucket list geta...
Travel Advice 16 min read
Senior Cruise Report: Costs, Insurance Trends & Travel Priorities for Travelers 65+According to our proprietary data, 95% of seniors (65 or older) taking a cruise in 2026 are repeat cruise-goers. To b...
Travel Advice 16 min read
What is the Cleanest Cruise Line?Key Data Points: CDC Cruise Ship Sanitation & Inspection Scores Explained The CDC conducts annual sanitation and ...
Travel Advice 14 min read
The U.S. States Where Your Flight Is Most Likely to Be DelayedNearly 1 in 4 flights across the U.S. run late or are canceled, according to data from July 2024 to June 2025. In som...
Travel Advice 8 min read
Can You Buy Travel Insurance After Booking a Trip?Key Takeaways: Yes, you can buy travel insurance after booking your trip. Whether you’ve just finalized your itinera...
Travel Advice 3 min read
Can I Buy Travel Insurance if I’m Already Traveling?While it’s always best to purchase travel insurance as soon as possible, it’s fairly common for travelers to wait unt...