All dressed up, ready to laugh

His costumes give others a chuckle

Advertisement

Advertise with us

Most Winnipeggers know Bob Sweet simply as the crossing guard with the goofy costumes.

Read this article for free:

or

Already have an account? Log in here »

To continue reading, please subscribe:

Monthly Digital Subscription

$1 per week for 24 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*Billed as $4 plus GST every four weeks. Offer only available to new and qualified returning subscribers. Cancel any time.

Opinion

Hey there, time traveller!
This article was published 02/10/2009 (5664 days ago), so information in it may no longer be current.

Most Winnipeggers know Bob Sweet simply as the crossing guard with the goofy costumes.

He regularly stops traffic in front of St. Ignatius School with his orange flag and the wacky outfit of the day. He makes transit drivers laugh and people detour to the corner of Harrow Street and Corydon Avenue to see what he’s got on.

Sweet ensures the first day of school and all the others that follow are fun for kids heading to school. He knows their parents get a kick out of him, too.

TREVOR HAGAN / WINNIPEG FREE PRESS 
Bob Sweet regularly stops traffic in front of St. Ignatius School with his orange flag and the wacky outfit of the day.
TREVOR HAGAN / WINNIPEG FREE PRESS Bob Sweet regularly stops traffic in front of St. Ignatius School with his orange flag and the wacky outfit of the day.

Sweet is a south-end fixture whose childlike love of dressing up has made him a neighbourhood celebrity.

"The very first one was the Cookie Monster," says Sweet, 62. "The kids loved that. After that, came the chicken. It just sort of went from there."

This week, he followed up the Headless Horseman with a bright yellow M & M costume. Drivers, students and parents never know what they’re going to see.

Sweet was hired by the school seven years ago. He was their second choice. The first adult crossing guard quit almost immediately, done in by a cold February day. Sweet quickly stepped in.

He thinks this was one of the best decisions of his life.

There isn’t much money in the job. He works the morning rush, changes out of his costume and helps in the school library. He takes a few hours off and then returns for the after-school departures. He averages four hours a day at the school.

St. Ignatius Church pays him $625 a month.

But he’s a hustler, a skill honed as the oldest of eight children born to an alcoholic air force member and his long-suffering wife.

"The chaplain, the padre was the first person my mother met on every posting. My dad was the guy who would get paid, head to the bar and blow his cheque on his new friends. My mother never knew if there’d be grocery money."

And Sweet was never sure where he’d live next. He spent his first four years with his grandparents. When his parents showed up to claim him, his new sibling in tow, he had no idea who the strangers were.

"We moved to Gimli, then we went to Ottawa, then to Moose Jaw," he says. "We ended up in Winnipeg. I graduated from Daniel McIntyre."

Sweet’s first job was at a hamburger joint, working for 75 cents an hours. When he was 13, his father set him and one of his brothers up as pin setters at the St. Regis bowling centre. They each worked two lanes at a time. He quickly learned to be nimble.

Sweet was a stock boy at Eaton’s. He’s been a backup singer in a band and a bike courier. He still mows other people’s lawns. Some people might remember him from his delivery days. Others will never forget him as the rowdy leprechaun at the Irish pavilion.

On Canada Day, you can see him in Osborne Village. That’s right: He’s Captain Canuck.

The crossing guard job isn’t his only source of income. He’s the building supervisor at his small condo complex, working in exchange for free rent on his basement suite. He also works part time at Marvellous Mascots, the source of many of his costumes.

"I don’t make a lot of money," he says. "I don’t need a lot."

Outside the costumes, he’s a slightly built man with a long, grey goatee and a strip of grey hair. He never married and has no children. Although he works for a Catholic church, he is a non-practising Mormon.

It was Sweet’s idea to start dressing up. The school agreed and a legend was born.

"My mom always taught us if you have a good sense of humour and you can laugh at yourself you’ll be OK."

He started small, picking up a couple of funny hats at Gags Unlimited. But now, he’s big enough that he’ll do theme weeks. One week will be fairy-tale characters, another superheroes and then maybe a week of cartoon characters.

He wears the costumes in the morning, sun or snow. If it’s raining, he’s in his civvies. Fake fur takes a while to dry. He’s got roughly 100 costumes, which he keeps in cardboard garment boxes in his condo’s storage locker. Sweet figures he’s spent about $1,500 on his costumes.

He has some strict rules. He won’t do anything really frightening, not even at Halloween. Vampires are out, Casper the Ghost makes the grade. He’ll do a clown but not the face makeup because clowns give some people the willies.

While he has purchased the majority of his costumes, he’s had a couple donated.

"This woman stopped one day. She had a dragon costume she’d made for her boyfriend. He wouldn’t wear it so she gave it to me." When he put on his first costume seven years ago, he had no idea he’d become an icon.

"I love doing this for the kids and the staff. There’s a lot of honks from the cars. If you’re having a bad day and you see a guy dressed up you’ll smile.

"I’m doing something worthwhile with my life. I make people happy."

lindor.reynolds@freepress.mb.ca

Report Error Submit a Tip

More Stories

Male passenger, 21, swarmed, stabbed on Winnipeg Transit

By Scott Billeck 3 minute read Preview

Male passenger, 21, swarmed, stabbed on Winnipeg Transit

By Scott Billeck 3 minute read Yesterday at 10:19 PM UTC

The union for Winnipeg Transit drivers says 44 staffers are off work on psychological leave due to violent incidents — the latest of which involves the stabbing of a 21-year-old male passenger who was swarmed by attackers Wednesday night.

“We’ve got many operators suffering as a result of these acts of violence,” said Chris Scott, president of the Amalgamated Transit Union Local 1505, on Friday.

The union is once again demanding urgent action to protect operators and passengers.

Police said Friday the 21-year-old was attacked during an attempted robbery on a bus near Portage Avenue and Main Street around 8:30 p.m.. Officers found the man with an upper-body injury and applied a chest seal before paramedics arrived. He was taken to hospital in unstable condition but later upgraded to stable.

Read
Yesterday at 10:19 PM UTC
MIKAELA MACKENZIE / WINNIPEG FREE PRESS Winnipeg Transit buses on Graham Avenue on Wednesday, Dec. 20, 2023. For transit series. Winnipeg Free Press 2023

Opinion: Boozy, besotted parents upstage bride and groom

Maureen Scurfield 4 minute read Tuesday, Feb 25, 2025

DEAR MISS LONELYHEARTS: My wife and I just got married — a great wedding in an old church. Then there was the big dinner — and an unexpected “after show” at the reception, starring our crazy parents.

Both sets of our parents are divorced, and two of them have married new mates. That left my single mother and my wife’s single father, who were not bringing dates. So, we parked my mom and my bride’s dad together, at a big table for eight, hoping they’d be able to get along.

Oh boy, did they ever — like a house on fire! What a party pair. Soon they were hardly paying any attention to anyone but each other, and they were busy getting into the champagne together. At major toasting time, both our sozzled parents got up and proposed toasts to the bride and groom — but they were clearly fixated on one another. There were some raised eyebrows over that.

We were more than eager to bid adieu to the crowd and leave for our month-long honeymoon at a faraway beach resort. But the very next day,

Opinion: Time to fortify yourself, both inside and out

Maureen Scurfield 5 minute read Saturday, Mar 1, 2025

DEAR MISS LONELYHEARTS: I spent a weekend holed up with my new girlfriend — not because we wanted the privacy, but because her violent ex-husband just moved back to her town to be closer to his kids. Suddenly, he’s living down the block from her in a town in southern Manitoba. I live in Winnipeg and drive out.

Last night after we had sex, she said apologetically that her ex-husband had found out from her kids about me staying overnight at her house. Then, she dropped the biggest bomb. Her ex told their kids earlier that me and my new car could be in big trouble.

I was horrified, so at 2 a.m. we put on our jackets and parked my car in her garage and left her car outside. Then she took me back to bed, but I didn’t sleep.

I’m a small guy and her ex-husband is a huge dude who could pound me into the ground. I kept imagining him wanting to wreck my car. By morning, I didn’t feel much attracted to this woman anymore, either. So, I woke her up and gave her the goodbye talk. I told her I

Opinion: Betrayal comes down to dishonesty, not sexuality

Maureen Scurfield 4 minute read Thursday, Feb 27, 2025

DEAR MISS LONELYHEARTS: I’m hurting because my girlfriend was due to graduate with her degree and come home this spring, but has just told me she’s decided to stay in British Columbia because she likes the climate better. What crap.

I took a deep breath and said, “What’s the new guy’s name?” There was a long silence and then she said, “It isn’t a guy. It’s a woman — my roommate — and I’m in love with her.”

Then I couldn’t speak at all. I hung up and lay down on the bed and stared at the ceiling until the sun started coming up. I was crushed and in shock.

Then I phoned her older sister. I asked her if it’s true my girlfriend has a woman for a lover. (I actually choked on that last word.) She said it was true, but she hadn’t met her yet.

Eyesore construction site in Winnipeg irks neighbours

Nicole Buffie 6 minute read Preview

Eyesore construction site in Winnipeg irks neighbours

Nicole Buffie 6 minute read Yesterday at 7:01 AM UTC

A WINNIPEG resident wants the city to aggressively enforce building permits after a home construction project in his neighbourhood has been at a standstill for more than a year.

Kevin Stuart lives behind a property at 895 Lorette Ave. in the Earl Grey neighbourhood, on which a home is being constructed.

“I have not seen a construction worker or absolutely any movement on it for a year,” he said. “It’s ridiculous.”

In 2023, the Free Press reported about the vacant home on the property that was a target for firebugs and squatters. In May of that year, the home was hit by fire again and was later demolished.

Read
Yesterday at 7:01 AM UTC
RUTH BONNEVILLE / FREE PRESS The site of a halted home construction at 895 Lorette Ave. has neighbours demanding the city compel building permit holders to complete their work in a more timely fashion.

Opinion: Deepening porn reliance more than a turnoff

Maureen Scurfield 5 minute read Saturday, Jan 25, 2025

DEAR MISS LONELYHEARTS: When I first started dating my second husband, he liked watching porn. Then it progressed to us watching it together. Now, it’s while we’re in the process of having sex. I won’t call it “making love,” because I don’t feel the love. I feel like a character in one of these movies.

I finally told him I’m done with the porn, and if he wants to be with me, he has to be with me only. He laughed in my face, and called me a prude. I don’t want my husband focusing on some porn star while we make out, but I don’t want to have a sexless marriage either.

He watches porn often and has for years. He says it’s normal. What am I to do? I’ve definitely reached my limit.

— Out in the Cold, North Kildonan