Check Out: First Student Adds Electric Buses to Canadian Fleet
First Student Names John Kenning as New CEO
Kenning previously served as CEO of a security services and technology provider. He succeeds Paul Osland.

John Kenning succeeds Paul Osland as First Student's president and CEO.
Photo: First Student
School transportation provider First Student has named John Kenning the company’s new chief executive officer and president. Kenning replaces Paul Osland, who has chosen to retire.
“I want to thank Paul for his passionate and focused leadership over the past six years,” said First Student Chairman Jake Brace. “His many achievements during this time have helped ensure millions of children get to and from school safely each day. The entire student transportation industry has benefited greatly from Paul’s leadership, especially during the ongoing COVID-19 pandemic. I am confident John will also drive the industry forward and build on the company’s success, delivering on our promise to provide the best possible service to the school districts and families we serve.”
Kenning brings a wealth of experience managing fleet-based businesses and distributed field workforces. He has a proven track record of leading through technological innovation, commercial excellence, and operational rigor to provide best-in-class services to customers.
“This is an exciting time for First Student as we lead the way in school bus innovation,” said Kenning. “I look forward to building on the market-leading platform the company has established. These cutting-edge efforts include the electrification of our fleet, providing cleaner transportation options for communities, and implementing new technologies to further enhance the safe, reliable and vital service we provide for our school district partners and their students.”
Kenning most recently served as the Americas’ CEO at G4S, a security services and technology provider. Before joining G4S, Kenning was president, commercial business for OfficeMax, overseeing the global, business-to-business division. Kenning also served as president of North America commercial for ADT/Tyco International. During his tenure, he transformed the commercial business to become a technology services leader.
Osland joined the company in 2016 as chief operating officer and was appointed president and CEO in 2019. Under his leadership, Osland helped grow First Student through stronger customer retention, new business sales, and reenergized acquisitions. An increased number of school districts have benefited from the company’s preeminent driver training program, top safety record and custom technologies.
More Management

Neighbors Helping Neighbors: Nearly 90 Years of Safely Transporting Wisconsin Students
From one farmer's act of service to a fourth-generation family business, Kobussen Buses reflects on nearly 90 years of earning the trust of Wisconsin families.
Read More →
Changing Lanes: AMF Bruns, Pro-Vision, CALSTART, HopSkipDrive, & Kooner
Check out who's been hired, promoted, and appointed to leadership positions at various school transportation industry suppliers and nonprofits.
Read More →
NCST Announces 18th Congress Event Dates, New Committees
The National Congress on School Transportation moves to St. Louis in May 2029, convening delegates and industry representatives to discuss new best practice recommendations. Now, the new committee chairs have been named.
Read More →
Key Moments from the 2026 NSTA Annual Meeting in the Mile High City
From federal policy updates and OEM presentations to speed networking and industry awards, see photos and highlights from the contractor association’s summer conference in Denver.
Read More →
HopSkipDrive Launches Spanish-Language App Update, Plans Additional Language Support
The update aims to improve communication with multilingual families by offering ride tracking, notifications, and support in Spanish, with more languages planned for the 2026-2027 school year.
Read More →
Where the Yellow Bus Takes Us: School Bus Fleet's 2026 Photo of the Year Winners
See the winning photos from School Bus Fleet's 2026 Photo of the Year contest, featuring stunning school bus images from across the U.S., from scenic landscapes to everyday moments.
Read More →
Why Emotional Intelligence Matters in Student Transportation
Learn the five key elements that bus drivers and transportation directors can use to stay calm in any situation.
Read More →
2026 Back-To-School Readiness Report
Staffing gaps, flat budgets, and the distance between “mostly prepared” and ready for the 2026-2027 school year.
Read More →
National School Transportation Association Presents 2026 Award Winners
Twenty-one individuals and contractor companies were recognized for excellence in student transportation at NSTA's annual meeting and convention in Denver.
Read More →
School Transportation Data Is Only as Powerful as the Story It Tells
Leaders say turning operational metrics into student-centered narratives can help districts justify investments and improve service.
Read More →

