Top Leadership Change at First Student
Dennis Maple, the school bus company's president, will leave the company in August. Paul Osland, First Student’s chief operating officer, will serve as interim president.

Dennis Maple, First Student’s president, is leaving the company for a position outside of the organization. Paul Osland, First Student’s chief operating officer, will serve as interim president.

Dennis Maple, First Student’s president, is leaving the company for a position outside of the organization. Paul Osland, First Student’s chief operating officer, will serve as interim president.
CINCINNATI — First Student’s president is leaving the company for a position outside of the organization, the school bus company announced on Tuesday.
Dennis Maple will step down in August, and Paul Osland, First Student’s chief operating officer, will serve as interim president, according to a news release from the school bus company.
“Under Dennis’s leadership, First Student has delivered visible progress across many key areas,” said Matthew Gregory, FirstGroup's chief executive. “I would like to thank Dennis for his commitment and recognize the significant contribution he has made to First Student. He leaves with our thanks and good wishes for the future.”
Maple joined First Student in January 2014.
“It has been a privilege to serve as the president of First Student, and I’m very proud of what we, as a team, have accomplished,” Maple said. “The business has significant potential for further growth and I know the First Student team will continue to build on our success.”
During Maple’s tenure, First Student realized a return to revenue and fleet growth by strengthening the operating structure and cost base, and placing a renewed focus on process discipline, according to the school bus company.
In the last fiscal year, First Student earned a contract retention rate of 97% across the entire portfolio of multi-year contracts. For “at risk” business, the contract retention rate was 92%, the highest level in more than five years, according to First Student.
The company continues to grow in a variety of ways, including acquisitions; the introduction of First Transportation Solutions, its consultative services product; and expanded use of the FirstView district dashboard and parent app, with more than 350,000 students accessing the app.
Osland joined First Student in 2016 and is responsible for the overall day-to-day operations of the organization. In his role, Osland focuses on strengthening the operating structure and continuing to build an emphasis on process discipline. He has been instrumental in helping First Student achieve excellent contract retention rates, record customer satisfaction scores, and leading employee engagement scores, according to the school bus company.
Prior to joining First Student, Osland served as chief facilities officer for Chicago Public Schools. He will serve as interim president while the ongoing search for a successor is completed.
First Student is a division of FirstGroup PLC.
In related news, FirstGroup PLC announced in May that it is selling Greyhound, its North American intercity bus line, and First Bus, its U.K. bus operation, with the intent of focusing on its pupil transportation and public transit brands.
More Management

5 Questions: How CharterUP Brought a Marketplace to Student Transportation
What does it take to bring a transportation marketplace into K-12? Hear firsthand what CharterUP has learned about the unique needs of schools and bus operators.
Read More →
EverDriven Expands TripCentral Transportation Management Platform to All Partner Districts
The platform provides school districts with real-time trip tracking, student transportation scheduling tools, and pickup and drop-off management capabilities.
Read More →
6 School Transportation Trends to Watch: 2026 District Survey Results
School bus buying is up, fuel choices are shifting, and driver shortages persist. This and more in the latest K-12 public school survey, plus the largest fleets in the U.S.
Read More →
The 100 Largest School Bus Fleets in America: 2026 Rankings
Which public K-12 school districts are the largest in the nation in terms of bus fleet size? Here are the new standings of the top 100 district fleets.
Read More →
EverDriven Launches Route Consolidation Calculator to Estimate Diesel Savings
As diesel prices hit record highs, the largest alternative transportation provider says a 10% route consolidation could save a 120-route district more than $78,000 a year in fuel alone.
Read More →
Zum Secures Continued Financing Support for School Bus Expansion
Generate Private Credit has financed approximately $75 million in school bus deployments across three states, supporting more than 500 buses as Zum expands across the county.
Read More →
Beyond Discipline: A Different Approach to Student Behavior on the Bus
After implementing a dean of students program in Oregon, North Clackamas is seeing positive improvements. Here’s how it worked. The Route is brought to you by IC Bus.
Read More →A Dean of Transportation's Different Approach to Student Behavior on the School Bus
After implementing a dean of students program in Oregon, North Clackamas is seeing positive improvements on the bus. Here’s how it worked.
Read More →
Inside NAPT ACTS 2026: Highlights from Louisville
From federal updates and student behavior strategies to new school bus technology and industry awards, see highlights from NAPT ACTS 2026 in Louisville.
Read More →
Meet the 2026 School Bus Driver Hero Winner: Annette Brown
We caught up with Wa-Nee Community Schools' Annette Brown on site at SBFX, where she was named the 2026 School Bus Driver Hero Award winner. Hear about her reaction, what she loves most about being a school bus driver, and more!
Read More →
