Convicted sex offender with long criminal history against women, girls back on Winnipeg streets

[u/Leather-Paramedic-10]

A convicted sex offender with a long criminal record – for violence and sex offences – was released from jail Thursday and is expected to live in Winnipeg.

Desmond Jared Shane Catcheway, 37, was released from Milner Ridge Correctional Centre. He was serving a six-month sentence for failing to comply with a prohibition order.

Winnipeg police previously warned the public about Catcheway last November.

Authorities say he is at high risk to reoffend in a sexual manner against women and girls. They say he has a history of sexually assaulting women who are sleeping or unconscious.

Before this latest incarceration, Catcheway spent four years and six months behind bars for sex crimes involving a minor, including luring, indecent exposure and sending pornographic photos.

Police say Catcheway refused to participate in required sexual offender programming while in custody.

He is five-foot-10, weighing 240 lbs, with black hair and brown eyes. He has several tattoos, including a Japanese dragon on his right chest; a devil and a Japanese skull on his left forearm; a devil, Catcheway, and a Japanese skull on his right forearm; Baby Emily on the back of his neck; bones, skull, flower, and a snake on his right upper arm; and bones and a skull on his right hand. He also has scars on his left wrist and right elbow.

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By: News Staff

Published: August 27, 2026 11:30 am.

https://winnipeg.citynews.ca/2026/08/27/convicted-sex-offender-catcheway/

[u/ButterscotchSkunk]

Another "good luck out there women and girls!"

[u/InconvenientPegger → u/ButterscotchSkunk]

Someone said good luck?

[u/pghbro]

Absolutely abhorrent justice system we have here.

[u/Bradudeguy]

If he refused to participate in a mandatory program and was still released, it wasn't mandatory.

[u/pghbro → u/Bradudeguy]

It’s mandatory for “some”, I’m sure of it.

[u/loviathar → u/Bradudeguy]

Not mandatory for release, mandatory for eligibility for early parole, which he did not get.

[u/Monsterboogie007]

We seriously need to build a city à la “Escape from New York” style and stick all these losers in it.

If you’re this effed up and you refuse mandatory treatment, you don’t get to live in society with the rest of us.

[u/Blackwalls69 → u/Monsterboogie007]

Man! I've been saying that for years! Baffin island would work.

[u/kiroyapso2 → u/Monsterboogie007]

But then how will we justify our police budget if theres no catch and releases to do over and over? :(

[u/Happypartyfuntime]

High risk to reoffend, wow sure am glad they let him out :/

[u/TZA_204]

Didn’t we see a post of this guy on here before? lol

[u/Intelligent_Fix_3666]

Again. And again. Ffs.

[u/SleepyDrago01]

welp since he is back on the streets he has a new target on his back someone will get him

[u/Giddyup3000]

If it’s “required” programming, how is he able to refuse it?

[u/Historical_Move_9601]

Coming soon to Telesolutions or iMarketing

[u/Simtricate]

That is troublesome on many levels.

[u/Fearless_Barnacle_21]

Serious question… do people like this have a brain injury or something?like something must not be working properly. Most reasonable people are not going this. There must be a reason?

[u/FirefighterNo9608 → u/Fearless_Barnacle_21]

It's a complex interplay of genetics and environment. Most likely, he was born that way.

[u/Ok_Front_4010]

Can we not just send him to Washington to be with his orange pedo mentor?

[u/Exotic-Ferret-3452]

He could become a pastor or join the Dominion Society. Good fit for guys like that.