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

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...

2 min read

One Year After CrowdStrike Outages, Traveler Concerns Over Flight Disruptions Reach All-Time High

ST. PETERSBURG, FL., July 18, 2025 — Tomorrow marks one year since the CrowdStrike outage that caused thousands of fl...

3 min read

Squaremouth Reveals The Top 6 Questions Travelers Are Asking This Summer

ST. PETERSBURG, FL, July 11, 2025 — Traveler anxiety has steadily been on the rise this summer, due to concerns over ...

1 minute read

The Top Traveler Concerns Heading into 2024

Squaremouth polled more than 6,500 customers regarding their upcoming trip to determine the most common traveler conc...

1 minute read

New Study Shows Rise in Traveler Spending

Squaremouth polled more than 4,000 customers regarding their travel spending habits to identify real-time trends abou...