School Bus Fleet
MenuMENU
SearchSEARCH

School Bus Trainer Mentored Illinois District’s Drivers, Students

As a driver and as an instructor, Jill Winger found effective ways to connect with passengers and address difficult behavior. She retires on Friday.

by Michaela Kwoka-Coleman
December 14, 2017
School Bus Trainer Mentored Illinois District’s Drivers, Students

As a school bus driver and as an instructor, Jill Winger found effective ways to connect with passengers and address difficult behavior. She retires on Friday.

4 min to read


As a school bus driver and as an instructor, Jill Winger found effective ways to connect with passengers and address difficult behavior. She retires on Friday.

ROCKFORD, Ill. — During her career of nearly 40 years in pupil transportation, Jill Winger has held many titles.

She began as a school bus driver and has held dispatcher and driver training positions, but she highlights her role as a mentor — for drivers as well as for the children she’s driven over the years — as her best memory.

Ad Loading...

On Friday, Winger will retire from Rockford School District 205, where she has worked in the transportation department for 35 years.

When Winger started driving a school bus for a contractor in 1978, she took the job so she would have the same work schedule as her children’s school schedule.

“I was off in the summertime when they were young,” she said. “Then it progressed to building myself up further and further into the transportation department, and I became the driver trainer, and the dispatcher, and a mentor.”

A lifelong resident of Rockford, Winger grew up riding the school bus routes she would later end up driving.

“The best thing that I enjoyed was to actually turn a person into a professional bus driver,” Winger said. “They're safe. They're loving. They're caring, and they succeed.”

Ad Loading...

Winger began as a school bus driver and has held dispatcher and driver training positions.

Rockford School District 205 sits northwest of Chicago, close to the Wisconsin border, and serves between 22,000 and 23,000 children, according to transportation department estimates.

Winger said a unique aspect of her district is that there is a large number of children who are in the foster care system.

“The hardest thing for me to train is the discipline, because some children are very, very difficult,” she said. “A lot of them are within the system now, and they don't have parents that guide them, and they're with foster parents, and some of them are just very mad children.”

As a driver trainer, Winger said she always tried to stress the importance of treating all children lovingly and equally, so that no child would feel left out or disregarded.

During her time as a school bus driver, Winger said she would take the most difficult or problematic child on the bus and make them her best friend.

Ad Loading...

“Whatever it took, I made them my best friend, and they helped control my bus,” Winger recalled. “I made them feel important. I made them feel needed and useful.”

Winger remembered children sometimes asking if they could go home with her, a conversation that often went like this:

Student: "Can I go home with you, please, please, please?"

Winger: "Well, your mommy will miss you. You can't go home with me. Your mom would be sad."

Student: "Oh, I won't see my mom. She never comes home."

Ad Loading...

Winger: "Well, who's there with you?"

Student: "Well, sometimes my uncle's asleep on the couch, and I'm hungry."

Winger said she would often pack lunch for such children and sneak it to them as they got off the bus. It was important to her to always make each child feel important, useful, and loved, as many of them didn’t get that at home.

Winger also trained school bus drivers to treat the students as if they were their own grandchild, daughter, son, niece, or nephew.

“If they’re naughty, treat them with discipline, like they’re your own children, and talk to them like they’re your own,” Winger advised new and current drivers. “Don’t talk to them badly or ridicule or put them down.”

Ad Loading...

She also stressed the importance of always keeping an open mind, and constantly staying alert while driving.

Although Winger started driving a school bus to have the same schedule as her children, she didn’t drive her own children or grandchildren unless their regular driver was sick.

She said one of her grandsons would always report back to her on how a new driver was doing.

“My grandson knew that I was the driver trainer, so when he got a new bus driver, he would always give me a heads-up: ‘Grandma, you did a really good job training that driver. He was perfect.’”

An outdoor enthusiast and avid NASCAR fan, Winger plans on spending her summer at her family’s cabin on Lake Tomahawk in northern Wisconsin.

Ad Loading...

“I might come back as a substitute bus driver,” she added. “It’s in my blood.”

More Management

School Bus Fleet graphic featuring Bill Pepping of CharterUP in a suit and tie, alongside the headline “Five Questions with Bill Pepping” and the CharterUP and School Bus Fleet logos.
Management•by Elora Haynes•October 30, 2026

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 →
School Bus Fleet graphic featuring the EverDriven logo and a laptop displaying the TripCentral trip tracking dashboard, with the headline “EverDriven Opens TripCentral Management Hub.”
Management•by Elora Haynes•October 29, 2026

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 →
School Bus Fleet's 2026 School District Transportation Survey graphic features a smiling school bus driver leaning out of a yellow bus beside its extended stop arm, with the survey title and publication logo.
Management•Cover Story•by Amanda Huggett•October 28, 2026

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 →
Ad Loading...
Yellow Fairfax County Public Schools buses line up outside an elementary school, with the lead bus displaying its extended stop arm and flashing red lights.
Management•by Amanda Huggett•October 28, 2026

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 →
Blue graphic featuring the headline “EverDriven’s New Diesel Savings Calculator” and the School Bus Fleet logo over a background of diesel fuel pricing signs, with a calculator icon.
Management•by News/Media Release•October 22, 2026

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 →
Black graphic with the headline “Zum, Generate Capital Expand Partnership,” the colorful Zum logo, and gold coin illustrations representing financing.
Management•by News/Media Release•October 15, 2026

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 →
Ad Loading...
School Bus Fleet’s The Route video thumbnail featuring host Amanda Huggett and guest Sam Freshner, with the headline “Beyond Discipline: A Different Approach to Student Behavior on the School Bus.” Sponsored by IC Bus.
Sponsored•by Amanda Huggett•October 15, 2026

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 →
School Bus Fleet’s The Route podcast thumbnail featuring host Amanda Huggett and guest Sam Freshner, with the headline “A Different Approach to Student Behavior on the School Bus” over a yellow school bus background.
Management•October 14, 2026

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 →
Collage of NAPT ACTS 2026 highlights, including a speaker at the podium, a ribbon-cutting ceremony, attendees networking, and exhibitors demonstrating technology on the trade show floor.
Management•by Amanda Huggett•October 12, 2026

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 →
Ad Loading...
School Bus Fleet video thumbnail featuring 2026 School Bus Driver Hero Annette Brown smiling beside a yellow school bus, with the headline “Why School Bus Drivers Are Underrated Heroes” and the School Bus Driver Hero Award logo.
Management•by Staff•October 9, 2026

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 →