A decision with potential for ‘distraction’ and ‘disrespect’ in Transcona

Transcona voters acknowledge they have a tough decision to make at the ballot box on election day.

The east Winnipeg working-class ward is replete with lawn signs and posters, but most of the people the Free Press spoke with said they were still undecided.

While Winnipeg is, historically, more likely to elect an incumbent, longtime councillor Russ Wyatt is seeking a sixth term while facing five criminal charges, including sexual assault and administering a noxious substance, after incidents alleged to have occurred in 2023 and 2025.

Residents are not without options. In addition to Wyatt, former councillor Shawn Nason — who occupied the city council seat from 2018-22 — is running for council (Wyatt chose not to run in the 2018 election after taking several months off to undergo addictions treatment), and there are three new faces on the ballot: Lora Meseman, Chris Giesbrecht and Nathine Dagdick.

St. Norbert–Seine River wide open race with four contenders

Two farmers, a nurse and a garden shop operator.

While that may sound like the beginning of a “walk into a bar” joke, it’s the description of who is seeking a council seat in St. Norbert-Seine River.

The race is wide open since Markus Chambers, the current representative, isn’t seeking a third term.

Political newcomer Ray Dubois has owned Ron Paul Garden Centre for 17 years and before that, he ran pharmacy tech businesses.

A little work goes a long way at ballot box

Who should I vote for in the upcoming municipal election? It’s question I get asked often. And it’s a fair one.

A Rocky day on the mayoral campaign trail for Kevin Klein

Kevin Klein acknowledges it’s hard to foresee what he’ll wake up to each morning in the final weeks of a mayoral campaign.

But the seasoned politician, who has served as both a city councillor and a provincial cabinet minister, couldn’t have predicted the events — what he describes as “drama” — that unfolded last Sunday.

Fellow mayoral candidate Mike Vogiatzakis accused Klein’s campaign team of offering him a job to drop out of the race, while a guest writer’s column in the Winnipeg Sun that questioned the deaths of Indigenous children at residential schools, just days after the National Day for Truth and Reconciliation, sparked condemnation from a prominent Indigenous organization. (Klein is the CEO of the Klein Group, the company that owns the Sun. He has maintained he is not involved in its operations while running for mayor.)

The Free Press had already been scheduled to join Klein on the campaign trail Monday, intending to document a day in the life of the front-running candidate to unseat incumbent Scott Gillingham, before the controversies hit.

Infill development on minds of all three River Heights-Fort Garry candidates

A trio of candidates will compete to become the first new city councillor in River Heights-Fort Garry since 2009.

Coun. John Orlikow, who won the seat in a byelection, is not running for another term.

Georgina Sabesky, who served as Orlikow’s executive assistant for 17 years, is now one of the candidates vying for the council seat.

Sabesky said that job gave her ample knowledge of the ward.

A day on the campaign trail: Winnipeg's mayor, seeking a second term, does double duty

In the weeks leading up to the civic election, Scott Gillingham has been performing a juggling act: he’s running to be Winnipeg’s 45th mayor, while still serving as its 44th.

“If someone asks me about the campaign, I’m going to answer them. But I think for most people, I’m the mayor of Winnipeg, even if I’m showing up as a candidate,” Gillingham, 58, says. “I try to do all I can to maintain that distinction.”

The Free Press joined Gillingham on a recent rainy September Saturday on the campaign trail, where he served in both roles during an event-laden day. City council’s final meeting before the Oct. 28 election was days earlier.

In Winnipeg, it’s rare for an incumbent to be defeated. But Gillingham knows his win in 2022 wasn’t exactly a landslide — he won with 27.5 per cent of the vote — and he’s been thinking about his second term ever since.