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

7 min read

The True Cost of Canceling a Trip Without Travel Insurance

The True Cost of Canceling a Trip Without Travel Insurance Imagine you’ve spent months planning your bucket list geta...

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...

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 ...

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...

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...

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...