
Jeannie Gwynne has never held elected office, but she knows something about government. She has worked for 36 years as a 911 dispatcher, helped get grant money, and served on Kentucky Office of Homeland Security committees.
Now she wants to put that knowledge to work for county government as a magistrate. But what may be even more important than experience is having the right kind of heart for public service. Gwynne thinks that passion, compassion, and common sense have often been lacking with regard to local decision-making.
Gwynne is the Democratic candidate for the open seat in District 1 — the only contest on the Fiscal Court this fall other than that for county judge-executive.
Her opponent, Scott Hisle, is a chief financial officer who has served on the school board and other county boards.
“Numbers are all fine and good, and we have to have a budget, and I’m smart enough to do that. But you have to have a passion for the community, and you have to have compassion for people. And treat your coworkers and your constituents the way you want to be treated, and have respect for everyone, no matter what their station in life,” she said. “I think I would do a better job of that.”
As a newcomer to the Fiscal Court, Gwynne said, she could “look at things in a new light.”
“I’m intelligent, and I’m a fast learner,” and there is no task she couldn’t do, she said.
Gwynne said she has been attending Fiscal Court meetings and watching them on YouTube for the past four years, and she has sometimes been displeased with what she’s witnessed.
“A lot of the infighting that we saw on the court … was discouraging, and it was embarrassing,” she said. “This is my hometown and my home county, and I felt like it was not … the best look.”
She decided that rather than complain, she would do something about it. So when it came time, she jumped in the race.
Gwynne has been married to Tony Gwynne for 21 years, and they have two children, John, 24, and Janiece, 18, both graduates of George Rogers Clark High School.
Gwynne grew up here and graduated from GRC herself in 1986. She briefly attended Eastern Kentucky University, where she met Tony, then worked 12-hour days, seven days a week, for IBM before moving on to two local insurance companies.
She began working for the Police Department as a dispatcher in 1990 and stayed there until her retirement in 2018. But after eight or nine months, she found she “missed it terribly,” and went back to work part-time.
“That’s been my calling in life,” she said, but no one could have convinced her of that in her 20s. “This isn’t what I envisioned myself doing,” she explained.
Still, the people and first responders she’s helped has meant something to her.
So has the recognition. She is in the Kentucky 911 Hall of Fame, and proud of it.
During her time with WPD, she has taken classes in criminal justice training at EKU and other classes at what is now Blue Grass Community and Technical College. She has been involved in the statewide 911 system and been an active member and officer of the Kentucky Emergency Numbers Association, a state professional emergency services group.
“We are in this community together. We serve the same people, and we have to keep that in mind.”
Jeannie Gwynne
While working for the police, she got involved in submitting grant applications, and through that work, she got to know people in government in Frankfort and gained insights into how the grant-making process works.
“That’s one of the things I’m hoping I’ll be able to do” or help someone do, as a Fiscal Court member, she said.
Asked what she would like to accomplish as a magistrate, Gwynne said she would like to see the Fiscal Court have a budget surplus again.
“I feel like that’s going to be our number one goal, to get our county on good, solid financial ground,” she answered.
Gwynne said she doesn’t want to cut government programs, but believes programs could be operated more efficiently.
There are things “I would have done differently,” she said. “They paid cash for a lot of things that I think should have been financed.”
“I don’t know that you could ever rule out tax increases,” she responded when asked.
She also wouldn’t dismiss the possibility of combining other city and county services, such as fire protection. Gwynne said that a few years ago, the Greater Clark Foundation offered the county land between Colby Road and Bypass Road, and the Fiscal Court rejected it.
“That was one of the very first times I was so upset that I thought about running for public office,” she said. “We could have had a fantastic public safety campus there, and the county magistrates decided at the time they did not even want to do a feasibility study. … Their only question was, ‘Who is going to be in charge?’”
Gwynne said she thinks the new makeup of the Fiscal Court will be easier to work with than the last one was, and she likes the idea that Winchester’s current city manager, Mike Flynn, will be one of the magistrates.
She said she wants to see more progress on infrastructure, especially along Veterans Memorial Parkway, and she’s excited about the growth that’s going to occur along Ky. 627 and other places. But that growth also presents challenges in terms of resources and staffing.
She mentioned that the city police are already looking ahead to adding more officers.
“The growth is good, but we have to be ready for it,” she said.
Never miss a thing with our FREE weekly newsletter.
Based on what she knows about data centers, she said she doesn’t think she could vote to allow one to be located here, but she’s open to studying it. They do create jobs, but also use a large amount of water and electricity and are noisy, she said.
“It doesn’t seem like a good trade-off to me,” she remarked.
One aspect of local government that Gwynne is hopeful about is that there will be better cooperation between the governments of Clark County and Winchester.
“The city and county are going to have to work together, and they’re going to have to get along,” she said. “We are in this community together. We serve the same people, and we have to keep that in mind.”

