Interlake songwriter Bobby Dove soars to new heights

Advertisement

Advertise with us

In 2011, a decade before a pandemic renoviction caused Bobby Dove to fly the coop from Montreal, the swaggering trans troubadour snuck onto the bill for an annual birthday tribute to another folk singer with identical initials.

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.

In 2011, a decade before a pandemic renoviction caused Bobby Dove to fly the coop from Montreal, the swaggering trans troubadour snuck onto the bill for an annual birthday tribute to another folk singer with identical initials.

“I was not on any list of any kind to play, I just knew it was going on, and I was absolutely, as they say, feeling myself,” recalls Dove of the Bob Dylan show.

At the time, Dove was mostly busking and playing with an outfit called the Honky Tonk Heartbreakers.

Dove (who uses they/them pronouns) waltzed into the venue without a ticket, telling the doorman they were a performer before being waved backstage. Behind the curtain, organizer Mitch Melnick knew something was amiss, but decided to cut the young songwriter a break, putting Dove right in the thick of the all-star bill.

Dove hardly had a moment to think twice, and it turned out all right. Even with an out-of-tune guitar, the singer rambled their way through The Cuckoo by Jack Elliott, joined onstage by a banjo player who seemed to be waiting on standby.

“He tuned his banjo to play with me because that’s how green I was, but here I was, playing for a sold-out audience, so that was at the beginning of Bobby Dove.”

Ever since that bold debut, Dove followed romantic intuition and lyrical inspiration along the Trans-Canada Highway. After releasing two albums — 2013’s Dovetales and 2016’s Thunderchild — as a standout of Montreal’s anglophone folk scene, the songwriter decided to head west.

With a third album, Hopeless Romantic — co-produced by Rheostatics’ Tim Vesely and Blue Rodeo’s Bazil Donovan — already in the can, and with their apartment suddenly thrust above their modest price range, Dove was told by the universe to give Manitoba a try.

“To quote the Chicks, I wanted to be somewhere with wide-open spaces,” says the artist, who already had an affinity for the province after playing gigs at the Times Change(d) and the Brandon Folk Festival.

So, amid the first COVID-19 lockdown, Dove, along with their senior cat Salem, landed in Oakburn, a short drive west from Riding Mountain National Park.

Jen Squires photo
                                Bobby Dove ended up in Manitoba after flying the coop from Montreal.

Jen Squires photo

Bobby Dove ended up in Manitoba after flying the coop from Montreal.

The whole world was shut down, and “here we were in this tiny town with a gas station, a grocery store and a credit union,” says Dove, who lived in a century-old farmhouse across from a cemetery and next door to a man named Ed and his daughter Jolene; they taught Bobby Dove how to garden and grow.

Five months later, Dove moved to Brandon, which felt like a culture shock; it took some time for Dove to find like-minded folks. As an attendant at the Art Gallery of Southwestern Manitoba, which was open with some pandemic-era restrictions, the musician befriended another non-binary musician, discussing songcraft and prairie poetry as the vaccines rolled out.

In the spring of 2022, after contemplating a move to Winnipeg, Dove wound up taking up residence in the Interlake, where they still reside today. That summer, Dove made their first appearance at the Winnipeg Folk Festival.

It was then, on the heels of Hopeless Romantic’s critically acclaimed release, Dove began working on a followup record, Fortune Teller.

Released independently in April, the 13-track album — featuring Did I Speak Too Soon, an Ernest Tubbsian duet with Grammy-winning songwriter Jim Lauderdale — is a tour-de-force of self-assured Canadian Americana.

Though Bobby Dove’s live band features top Manitoba artists — fiddler Caitlin Baker (Mitchell Makoons), Eric Lemoine (Little Miss Higgins) pedal-steel player Dan Russell (Sean Burns), guitarist Chris Dunn and drummer Joanna Miller (both of Leaf Rapids) — the record spotlights a who’s who of Canadian players, including percussionist Dani Nash (Andy Shauf); steel player Aaron Goldstein (Kathleen Edwards); and Saskatoon-raised songwriter Ellen Froese.

Produced by Goldstein, the record — whose other highlights include a moonlit elegy to Dove’s cat Salem, who died last year at 21 — was mastered by Mark Hallman (Brandi Carlile).

Supplied
                                Bobby Dove’s new album Fortune Teller is being released tonight at the Times Change(d).

Supplied

Bobby Dove’s new album Fortune Teller is being released tonight at the Times Change(d).

Though Dove officially celebrated the record’s release last month in Montreal, the adopted Manitoban will play another hometown show tonight at the Times Change(d), a venue that inspired the Fortune Teller track Billie Holiday. Winnipeg’s tofusmell gets the music started.

Next up, Dove plays Saturday afternoon at the Riverbank Discovery Centre for Brandon Pride, followed by a gig Sunday in Eastend, Sask., for the Big Flat Folk Fest.

In September, Dove — along with Lauderdale, Peguis’s William Prince and Brandon-raised songwriter Liam Duncan (Boy Golden) — will play the prestigious Americanafest in Nashville.

winnipegfreepress.com/benwaldman

Ben Waldman

Ben Waldman
Reporter

Ben Waldman is a National Newspaper Award-nominated reporter on the Arts & Life desk at the Free Press. Born and raised in Winnipeg, Ben completed three internships with the Free Press while earning his degree at Ryerson University’s (now Toronto Metropolitan University’s) School of Journalism before joining the newsroom full-time in 2019. Read more about Ben.

Every piece of reporting Ben 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

Klein has burned bridges with PM, Gillingham says

Joyanne Pursaga 3 minute read Preview

Klein has burned bridges with PM, Gillingham says

Joyanne Pursaga 3 minute read Friday, Sep. 18, 2026

One mayoral candidate accused another of writing a column so critical it could compromise his ability to work with the federal government.

Read
Friday, Sep. 18, 2026

Gillingham in lead with decided voters

Nicole Buffie 6 minute read Preview

Gillingham in lead with decided voters

Nicole Buffie 6 minute read Friday, Sep. 18, 2026

A cloud of uncertainty is hanging over Winnipeg as October’s municipal election nears.

Three months after a poll showed more than 40 per cent of Winnipeggers wanted to see someone other than current mayor Scott Gillingham elected, a new Abacus Data poll indicates more than half of Winnipeg voters are undecided heading into next month’s civic election.

Of decided voters, 55 per cent favour Gillingham compared to 23 per cent for former councillor and provincial cabinet minister Kevin Klein and 11 per cent for funeral director Mike Vogiatzakis.

Of all respondents, just over 50 per cent said they were unsure while 13 per cent said they will not vote.

Read
Friday, Sep. 18, 2026

Transportation Safety Board investigating after two pilots found dead near Regina

The Canadian Press 1 minute read Preview

Transportation Safety Board investigating after two pilots found dead near Regina

The Canadian Press 1 minute read Updated: Yesterday at 4:41 PM CDT

REGINA - A Manitoba-based flying school and air taxi provider says two of its pilots were found dead near Regina on Friday.

Adam Penner, president of Harv's Air, says in a statement that two people were aboard the Cessna 172 on a night flight from Regina to Steinbach, Man.

Penner says a search began after the aircraft did not arrive on schedule, and the plane was found along with its two occupants on Friday evening near Kisbey, southeast of Regina.

Harv's Air says it is shocked and saddened by the tragedy, and it is working with the Transportation Safety Board of Canada in determining the cause of the deaths.

Read
Updated: Yesterday at 4:41 PM CDT

Jets up against the clock

Mike McIntyre 9 minute read Preview

Jets up against the clock

Mike McIntyre 9 minute read Yesterday at 7:03 PM CDT

Time has often been on the side of the Winnipeg Jets, with Cole Perfetti’s famous “Manitoba Miracle” buzzer-beater serving as Exhibit A.

But that won’t necessarily be the case this coming season, when the clock threatens to become a stubborn and, at times, confusing opponent.

Premier Wab Kinew’s decision to adopt permanent daylight time will have a significant impact on the hockey club, both as hosts and visitors, head coach Scott Arniel told the Free Press on Sunday.

Athletes are creatures of habit, and their regular routines are going to be challenged during the period from Nov. 1 to March 14, which covers the majority of the 84-game campaign.

Read
Yesterday at 7:03 PM CDT

A life’s story: activist, educator, organizer knew the true meaning of community

Janine LeGal 7 minute read Preview

A life’s story: activist, educator, organizer knew the true meaning of community

Janine LeGal 7 minute read Saturday, Sep. 19, 2026

Somewhere between a love for sharing stories and a love of community connections, Michael (Mike) Maunder lived his life. Giving voice to people and neighbourhoods was a passion for the natural-born community organizer.

An author, teacher and principal, Maunder lived in a one-bedroom apartment in West Broadway and devoted himself to community development, education and neighbourhood renewal.

He maintained a connection with Augustine United Church, whose commitment to social justice he appreciated, volunteered at the Sandy-Saulteaux Spiritual Centre, and found comfort in a Buddhist prayer community.

Maunder died on July 15 at the age of 80.

Read
Saturday, Sep. 19, 2026

‘She was looking to destroy me’: convicted harasser faces new charges

Dean Pritchard 6 minute read Preview

‘She was looking to destroy me’: convicted harasser faces new charges

Dean Pritchard 6 minute read Thursday, Sep. 17, 2026

When Agnieszka Ciochon-Newton moved into the 55-plus apartment building on Stradbrook Avenue last year, she came across as “timid, soft-spoken and sensitive,” said building manager Tanya Owen.

Little did Owen know the meek-looking 58-year-old woman would soon turn her life and the lives of many of her tenants upside down and threaten her career and family.

“She was looking to destroy me for a simple tenant disagreement,” Owen said Thursday.

Court records show Ciochon-Newton was arrested earlier this month and charged with seven counts of criminal harassment, two counts of uttering threats and one count each of fraud, breaking and entering, attempting to obstruct justice, intimidation of a justice official, mischief and defamatory libel.

Read
Thursday, Sep. 17, 2026