Leith Ross’s learning curve

New album, sold-out concerts, firm committment to adopted home, but vulnerable sharing still a struggle

Advertisement

Advertise with us

Winnipeg didn’t need a second chance to make a first impression on Leith Ross.

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 18/05/2023 (1162 days ago), so information in it may no longer be current.

Winnipeg didn’t need a second chance to make a first impression on Leith Ross.

The indie-pop singer originally from Ottawa, whose debut album To Learn comes out Friday, met Joey Landreth of the Bros. Landreth and the Birthday Cake record label while attending Humber College in Toronto.

Ross came to Winnipeg in 2020 to record songs that were part of a college project that would become an EP, Motherwell.

“I love this city a lot. I think it is very underrated,” Ross says. “A lot of my core people are here, so it feels very homey.”

MEREDITH TRUAX PHOTO
                                Of the personal tunes that make up Leith Ross’s ‘To Learn’, the song ‘I’d Have to Think About It’ focuses on commitment.

MEREDITH TRUAX PHOTO

Of the personal tunes that make up Leith Ross’s ‘To Learn’, the song ‘I’d Have to Think About It’ focuses on commitment.

An appearance at the Harvest Moon Festival in Clearwater the next summer sealed the deal.

“When I was here, it was just, like, everyone was so kind and the music community was so incredible and so supportive,” says Ross, who uses they/them pronouns. “I was just obsessed with everyone that I’d met, and I knew I wanted to follow those vibes across the country. So I flew home, bought my first car and put all my things in it and I drove here.”

It helps to have some success too. An appearance at the Winnipeg Folk Festival in 2022 and a series of chill video performances on TikTok earned Ross a record deal with Universal Music Canada.

The major label deal so early in their career is a confidence boost, but Ross is wary of the music machine. Once again, Winnipeg is a winner over industry meccas such as Toronto, Nashville, New York or Los Angeles.

“I do like being a bit more inaccessible as far as the industry,” Ross says. “I really like going out into the world and getting to meet a whole bunch of people and be in a city where the industry is booming for a short period of time, but I also like somewhere to come back to where everyone’s a bit more chill and people are taking their time.”

Several of Ross’s songs from their TikTok channel are part of To Learn, the most notable of which being We’ll Never Have Sex, which has earned more than 46 million listens on Spotify and rave reviews from their more than 450,000 TikTok followers.

Hidden behind the tune’s sensitive and dreamy melody are tough lyrics that Ross says can be difficult to digest. “Oh, you kissed me, just to kiss me, not to take me home,” Ross sings.

“When I was writing it, I was thinking about how much I wished that (relationships) didn’t have to be, once you were an adult, inherently sexual or intense, that it could be closer to what you experience in middle school or elementary school,” Ross says.

“The way that our world is and the way the media is and the way that we’ve been conditioned since we were kids, relationships do become different if they become physical, and I kind of hate that. I wish they didn’t have to, or at least in the bad ways.”

MEREDITH TRUAX PHOTO
                                Fans of Leith Ross’s TikTok channel will already be familiar with parts of the new album ‘To Learn’.

MEREDITH TRUAX PHOTO

Fans of Leith Ross’s TikTok channel will already be familiar with parts of the new album ‘To Learn’.

The tunes on To Learn sound so personal, such as I’d Have to Think About It, which focuses on commitment, but the singer says the process of putting feelings into song hasn’t been an ordeal.

“It’s not that hard to write them. I’ve been writing songs for a really long time; it’s like writing in my journal,” Ross says. “The act of putting them out into the world and letting everyone else hear all of those intricate, vulnerable details, that’s the part I struggle with more.”

Ross’s songs have a close, quiet sound, which become a natural fit for social media platforms like TikTok, where they often perform with their face almost hidden behind the guitar.

They’re also a hit with Winnipeg live audiences. Two Ross concerts slated for the West End Cultural Centre on June 15 and 16, part of a North American tour, are already sold out.

The vast majority of Ross’s fans loved the songs when they were accompanied by violins, guitars and sound effects from nature, but Ross was taken aback by those who wished they’d left the original versions alone.

MEREDITH TRUAX PHOTO
                                Says Leith Ross, ‘It’s not that hard to write [songs]. … The act of putting them out into the world and letting everyone else hear all of those intricate, vulnerable details, that’s the part I struggle with more.’

MEREDITH TRUAX PHOTO

Says Leith Ross, ‘It’s not that hard to write [songs]. … The act of putting them out into the world and letting everyone else hear all of those intricate, vulnerable details, that’s the part I struggle with more.’

“I think for me, it wasn’t as shocking as it is for the listeners,” Ross says of the songs they’ve released on streaming services. “When I’m writing the song, usually I will hear a bit more instrumentation than just the acoustic (guitar) version of it. In my head, it’s already developing, so it’s just a matter of bringing that to reality.

“For the most part, people are supportive and nice, but there have occasionally been moments where people are like, ‘This isn’t what it sounds like at all.’”

While Ross’s songs have a melancholy tone, they also have a playful side: see the TikTok video of a performance where a kitten quietly rests on the top of the guitar while Ross strums (wfp.to/leithross).

“That kitten was actually a kitten I was fostering. I fostered a whole litter of kittens and their mother for a little while. They’ve all been adopted, minus one who we kept. It’s name is Normal,” Ross says.

“I do love cats so much and they are my children and they are my pride.”

Alan.Small@winnipegfreepress.com

Twitter: @AlanDSmall

Alan Small

Alan Small
Reporter

Alan Small was a journalist at the Free Press for more than 22 years in a variety of roles, the last being a reporter in the Arts and Life section.

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

What's Up: Breweries party, Stellar, Ballet in the Park, Perlage: A Métis Voyage, the art of motorcycles, Fringin’

7 minute read Preview

What's Up: Breweries party, Stellar, Ballet in the Park, Perlage: A Métis Voyage, the art of motorcycles, Fringin’

7 minute read 6:00 AM CDT

Better TogetherSookram’s Brewing Co. (479-B Warsaw Ave.) and Low Life Barrel House (398 Daly St. N.)Saturday, noon to 6 p.m.FreeA pair of neighbouring Winnipeg craft breweries are teaming up for a party Saturday with plenty on tap — including a collaborative beer release.

Low Life Barrel House and Sookram’s Brewing Co. are again joining forces for Better Together, a celebration of both breweries, on Saturday starting at noon. On tap for the festivities: drink specials, a scavenger hunt run, live music, brewery bingo, DJs and food by Big Dawg and Low Life’s own Snack Häus.

And then there’s the beer. The breweries have teamed up on a collaborative brew called Better Together, a pale ale made collaboratively using house yeasts from both breweries. It will be available at both breweries, who are also hosting each others’ beers on their respective taps alongside their own (and even doing some custom blends).

Thirsty Winnipeggers need not worry about driving from place to place — a trolley will be running between the facilities throughout the event, which is free and open to all ages (there will be games for the younger guests and plenty of non-alcoholic options).

Read
6:00 AM CDT

Puzzles Palace

1 minute read Monday, Jul. 13, 2026

To solve our puzzles, please subscribe with this special offer: |

Disciplinary hearing centres on teacher’s 15-second hug with student

Maggie Macintosh 4 minute read Tuesday, Jul. 21, 2026

School security camera footage of a nearly 15-second hug between a teacher and one of her students was repeatedly screened and scrutinized at a historic hearing.

“This isn’t a fleeting or a casual embrace. The two were comfortable with each other,” teacher commissioner lawyer Tristan Sandulak told a professional disciplinary panel on Tuesday.

Sandulak made a case for cancelling Janice Wen Ying Ma’s teaching certificate, citing the early career educator’s alleged conduct and “credibility issues.”

The lawyer presented on behalf of Noni Classen, the independent commissioner who oversees Manitoba’s new teacher registry, during a videoconference that took up much of the day.

Manitoba Premier Kinew ‘willing to entertain’ Alberta to Ontario pipeline

The Canadian Press 3 minute read Preview

Manitoba Premier Kinew ‘willing to entertain’ Alberta to Ontario pipeline

The Canadian Press 3 minute read Updated: 10:44 AM CDT

CHARLOTTETOWN - Manitoba Premier Wab Kinew said Wednesday he's open to a west-east pipeline being pitched by his counterparts in Alberta and Ontario.

Kinew, speaking to reporters at a meeting of premiers in Charlottetown, said the pipeline could make Canada stronger and that there are workers in his province who would be eager to help build it.

"I love Alberta, I love Albertans, so (I'm) willing to entertain the idea," he said.

The pipeline proposal was announced earlier this month by Alberta Premier Danielle Smith and Ontario Premier Doug Ford.

Read
Updated: 10:44 AM CDT

Body of younger brother found in Nutimik Lake on fifth day of search

Morgan Modjeski and Nicole Buffie 3 minute read Preview

Body of younger brother found in Nutimik Lake on fifth day of search

Morgan Modjeski and Nicole Buffie 3 minute read Updated: Yesterday at 9:29 PM CDT

The body of a 10-year-old boy — one of two brothers presumed drowned — has been recovered from Nutimik Lake.

Read
Updated: Yesterday at 9:29 PM CDT

Outreach group addresses safety concerns over Osborne Village drop-in centre

Scott Billeck 3 minute read Preview

Outreach group addresses safety concerns over Osborne Village drop-in centre

Scott Billeck 3 minute read 8:54 AM CDT

An outreach organization at the centre of growing concerns over safety in Osborne Village says it is taking steps to improve conditions around its drop-in centre and reaffirming its commitment to the neighbourhood.

“We recognize the concerns raised about the activity around our… drop-in site and understand the importance of maintaining a safe and welcoming neighbourhood for everyone including residents, families, local businesses and the people who access our services,” 1JustCity, which operates the drop-in Oak Table, said in a statement issued late Wednesday.

The organization said it is increasing staff presence, conducting regular patrols, expanding outreach efforts and extending Oak Table’s hours to provide more supervised indoor space, meals and access to supports, while continuing to monitor the surrounding neighbourhood and encourage respectful use of public spaces.

The province is also providing the organization with $500,000 to expand Oak Table’s hours and launch a new outreach team.

Read
8:54 AM CDT