Overcoming obstacles

Winnipeg friends use past life challenges as extra motivation on The Amazing Race Canada

Advertisement

Advertise with us

Obstacles are nothing new for Ben Chutta and Anwar Ahmed. By tapping into a lifetime of overcoming adversity, the Winnipeggers are now among the final four teams vying for the grand prize on the ninth season of The Amazing Race Canada.

Read this article for free:


or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

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

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 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
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Hey there, time traveller!
This article was published 25/08/2023 (1115 days ago), so information in it may no longer be current.

Obstacles are nothing new for Ben Chutta and Anwar Ahmed. By tapping into a lifetime of overcoming adversity, the Winnipeggers are now among the final four teams vying for the grand prize on the ninth season of The Amazing Race Canada.

“We’ve been doing the Amazing Race our entire lives,” Chutta, 32, says. “We’re always working to keep up with and do better than the people around us.”

The friends met in Winnipeg as teenagers and bonded in university over a shared love of basketball and similar upbringings.

Winnipeg friends Ben Chutta, left, and Anwar Ahmed are competing together on the ninth season of The Amazing Race Canada. (Supplied)

Winnipeg friends Ben Chutta, left, and Anwar Ahmed are competing together on the ninth season of The Amazing Race Canada. (Supplied)

Both are the children of refugees. Chutta’s parents left Ethiopia on foot due to civil unrest, while Ahmed’s parents fled war-torn Somalia before immigrating to Canada. Those sacrifices have served as motivation throughout their lives — including during challenges on a jet-setting reality TV show.

“We were dealt a different set of cards than most people. Drive is really the only way to get through it,” Ahmed, 32, says.

While both are fans of The Amazing Race franchise, it took some convincing to get Ahmed on board to compete. Chutta had applied once before but never made it past the auditions. The pair were in the midst of a backpacking trip through Indonesia and Australia when he pitched the idea again.

“Our relationship has been him pulling me into different countries, pulling me into different cultures and trying to get me to explore more,” Ahmed says. “The show was just a perfect example of him pulling me into another world adventure.”

After travelling the world and living together 24/7 for two months in a cramped van, Chutta was confident their interpersonal dynamic would translate to strong teamwork.

“(Anwar) has a super strong competitive side to him, he’s a very disciplined person. I felt that, as a partner, he would complement places where I’m not that skilled. I’m more all over the place and a little bit wild and he brings the order and the cohesion,” Chutta says.

The timing also made sense. Recent career changes meant they had few responsibilities back home and ample free time to participate in a month-long cross-country competition.

“It was kind of like, if not now, then when?” says Ahmed, adding that representation and gratitude were important factors in his decision to participate.

“We hope that people who come from where we came from can look up to us and say, ‘That’s cool, that’s inspiring…’ and to tip our hats to our parents for everything they gave us.”

The friends filmed an audition tape against the backdrop of the Australian outback and started preparing as soon as they found out they’d been selected. Re-watching past seasons while quizzing each other on strategies was a major part of the work.

“We had about six weeks to get ready. We started buying puzzles and we started going to the gym and preparing for specific race-related challenges,” Chutta says.

The ninth season of Amazing Race Canada kicked off in Winnipeg at the foot of the Provencher Bridge, but the hometown advantage didn’t last long. Teams followed the first clue to the Winnipeg Art Gallery and completed an Inuit art-related challenge before hopping a plane to Calgary.

While running around with an entourage of cameras took some getting used to, one of the biggest challenges was learning how to navigate the world after their smartphones and wallets were confiscated by the production crew — an experience Chutta and Ahmed thoroughly enjoyed.

“My biggest takeaway was just how distracted the world is,” Ahmed says of noticing how many passersby were glued to their phones during travel days.

“I think I was already one of those people who would lean towards a digital and now I’m hyper aware of how much time it’s consuming.”

Filming took place this past spring and the local competitors have been watching the weekly episodes faithfully with friends and family. Seeing how the competition unfolded has been illuminating.

“We only had the POV of our race and our camera crew … and some of the challenges, we only got to choose one out of the two so we don’t even know what the other one looked like,” Ahmed says.

“I’m itching to watch to see what that detour looked like or to confirm or deny whether we chose the right one.”

Ahmed and Chutta are business school graduates who previously worked in sales and talent acquisition, respectively. While competing didn’t provide any epiphanies about where their careers may lead next, they feel more ready than ever to meet whatever challenges life throws at them.

“The thing it did was give us more tools for our toolbox,” Chutta says. “Everything was hyper-inflated, the stress level, the competition level and when you come out of that you just become a stronger person.”

RUTH BONNEVILLE / WINNIPEG FREE PRESS
                                Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.

RUTH BONNEVILLE / WINNIPEG FREE PRESS

Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.

New episodes of The Amazing Race Canada air every Tuesday at 8 p.m. on CTV.

eva.wasney@winnipegfreepress.com

Twitter: @evawasney

RUTH BONNEVILLE / WINNIPEG FREE PRESS
                                Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.
                                RUTH BONNEVILLE / WINNIPEG FREE PRESS
                                Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.

RUTH BONNEVILLE / WINNIPEG FREE PRESS

Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.

RUTH BONNEVILLE / WINNIPEG FREE PRESS

Ben Chutta (left) and Anwar Ahmed did puzzles, hit the gym and prepared for specific race-related challenges to get ready for the reality-TV series.

Eva Wasney

Eva Wasney
Reporter

Eva Wasney covers environmental issues in Manitoba for The Narwhal in partnership with the Winnipeg Free Press. Read more about Eva.

Every piece of reporting Eva produces is reviewed by an editing team before it is posted online or published in print — part of the Free Press‘s tradition, since 1872, of producing reliable independent journalism. Read more about Free Press’s history and mandate, and learn how our newsroom operates.

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

A life's story: ‘Ivor the Driver’ found his calling in the ranching life

Aaron Epp 7 minute read Preview

A life's story: ‘Ivor the Driver’ found his calling in the ranching life

Aaron Epp 7 minute read Updated: Yesterday at 9:59 AM CDT

Ivor Asham’s family couldn’t have picked a better image to accompany his obituary. There he is, riding Flash, his beloved brown and white quarter horse, a black cowboy hat on his head and a drink in his hand.

Asham owned and operated Birds Hill Park Ranch for nearly 35 years, where he shared his lifelong passion for horses with thousands of visitors. He moved hay, harnessed horses and drove the wagons, introducing himself as “Ivor the Driver.”

Over the years, Asham built a reputation as the quintessential cowboy.

There’s a restaurant at the ranch filled with memorabilia that he collected over the years. Calgary Stampede posters, cowboy boot-shaped shot glasses, a child’s rocking horse, a wagon wheel and numerous photos of legendary actor John Wayne are just some of the items that line the walls.

Read
Updated: Yesterday at 9:59 AM CDT

Bjorck ready to rock Prospect Challenge

Mike McIntyre 6 minute read Preview

Bjorck ready to rock Prospect Challenge

Mike McIntyre 6 minute read Friday, Sep. 11, 2026

Viggo Bjorck isn’t getting ahead of himself, nor is he taking anything for granted.

A spot in the opening night lineup for the Winnipeg Jets?

Whoa, there.

The 18-year-old apparently isn’t even assuming he has an invitation to the NHL team’s main training camp when it starts next week.

Read
Friday, Sep. 11, 2026

News briefs for Sunday, September 13, 2026

1 minute read Updated: 9:47 AM CDT

A collection of breaking news briefs filed on Sunday, September 13, 2026

Suspect arrested two months after bear spray, air rifle incident at Henderson Hwy. hotel

9:47 AM

A man has been arrested and remains in police custody after being charged with spraying bear spray inside a Henderson Highway hotel in early July. The suspect is also accused of  pointing a gun, chasing people and making violent threats in the hotel's parking lot after a dispute over a VLT ticket at the licensed establishment in the 1000 block of Henderson Highway.

Pokemon thieves clear out collectibles shop

Scott Billeck 5 minute read Preview

Pokemon thieves clear out collectibles shop

Scott Billeck 5 minute read Friday, Sep. 11, 2026

Terri Settle loved watching children walk into her collectibles shop to hunt for their favourite Pokemon cards.

After the latest break in stripped her shelves of much of the inventory, she’s not sure she’ll get to see it again.

Thieves broke into Terri’s Trinkets and Toys on Tuesday evening, punching through a grate and then the store’s bathroom wall to reach the storefront.

They made off with about $6,000 worth of merchandise, including all of the store’s Pokemon cards — about 7,000 of them — along with toys, Lego, jewelry, video games, a debit machine and personal laptop. They even took her vacuum cleaner.

Read
Friday, Sep. 11, 2026

Contact Us

6 minute read Monday, Jul. 27, 2026

Contact UsJUMP: Editorial

Delivery

Promotions

Advertising |Photo Reprints

Privacy Inquiries

Newsmedia Council

By TelephoneIf the number you need is not listed below, call the Winnipeg Free Press main switchboard, at 204-697-7000, it's open Monday to Friday 8 a.m. to 4 p.m. All numbers are area code204 unless otherwise noted.

E-Mailfpcirc@freepress.mb.ca |

Bombers exact revenge in Banjo Bowl, lose Collaros to injury

Taylor Allen 7 minute read Preview

Bombers exact revenge in Banjo Bowl, lose Collaros to injury

Taylor Allen 7 minute read Yesterday at 9:20 PM CDT

Redha Kramdi downplayed the significance of his return for the Winnipeg Blue Bombers.

“I don’t think I have that big of an impact,” said Kramdi on Tuesday, who watched the club go 2-4 while he was sidelined with a cast on his left hand.

It sounded silly at the time, and it’s even sillier now considering how exceptional the 29-year-old safety from Montreal was in Saturday’s 22nd edition of the Banjo Bowl.

Kramdi caused two turnovers — a forced fumble and an interception — to lead the Bombers to a 19-6 victory over the Saskatchewan Roughriders in front of a sell-out crowd at Princess Auto Stadium.

Read
Yesterday at 9:20 PM CDT