Loudon’s lifetime achievements Singer-songwriter is at folk fest with his famous family

Loudon Wainwright III is not afraid to look mortality in the eyes.

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 06/07/2023 (1165 days ago), so information in it may no longer be current.

Loudon Wainwright III is not afraid to look mortality in the eyes.

On the song How Old Is 75? from his latest album, 2022’s Lifetime Achievement, the singer-songwriter examines his future demise, practically daring death to come for him in five years, while also pondering the death of his parents.

Festival preview

Loudon Wainwright III
Winnipeg Folk Festival
● Friday, 1 p.m., Big Bluestem (All in the Family workshop)
● Saturday, 4 p.m., Snowberry Field

“I think about mortality all the time,” Wainwright says over the phone from New York City. “I have for most of, a lot of, my life. The first line on my first song (School Days) on my first record is, ‘In Delaware when I was younger.’

“I don’t know if fixation is the right word, but it’s a topic that interests me: the passing of time. It’s dealt with on this record, but also on a number of my other records.”

Lifetime Achievement finds Wainwright, 76, in somewhat of a philosophical and sentimental mood. He covers themes — love, divorce and family — familiar to fans of his 50-plus-year career, but also shows off a content, some might even say romantic, side, although Wainwright isn’t one of them.

“I would never use the word ‘romantic’ to describe me, but I think as I’m getting older maybe I’m getting a little less cynical — how about that?” he says.

“I even reference in one of the songs — which is an almost uncharacteristically positive song, It Takes Two — I reference my earlier song, One Man Guy, and I think I used to embrace my sense of isolation. I thought it was sexy and romantic, but I think as I get older, I’m looking for a little more intimacy in my life.”

Photo by Shervin Lainez
                                Loudon Wainwright III performs with two of his children, Rufus and Lucy, on Friday at the Winnipeg Folk Festival.

Photo by Shervin Lainez

Loudon Wainwright III performs with two of his children, Rufus and Lucy, on Friday at the Winnipeg Folk Festival.

Wainwright did the bulk of the writing for Lifetime Achievement, his first album of original material in eight years, during the pandemic lockdown, which he spent at a property on Long Island, N.Y., with his partner, Susan Morrison, an editor at the New Yorker.

“A song for me at this point, I don’t quite understand where the songs come from, but I’m very grateful that they still do come,” he says. “At the beginning of my career, I used to write a lot. Now, it’s not so frequent. Just like my sex life: it’s a thrill when it happens, I just wish it would happen a little more.”

With more than 30 albums to his name, dating back to his 1970 self-titled debut, Wainwright has had plenty of inspiration over the years. His entire life has been documented in the honest-to-a-fault (usually his) songs and in memoirs written by him and his children, Martha and Rufus Wainwright, both singer-songwriters themselves. (Rufus plays the mainstage at the folk fest at 8:45 p.m. Friday.)

Wainwright was born in Chapel Hill, N.C., but spent his youth in the community of Bedford, N.Y., about 65 kilometres from New York City. After high school he moved to Pittsburgh to attend acting school before dropping out and following his musical muse, finding an audience with his clever wordplay, humour and satirical style; he, along with fellow acoustic-guitar-strumming songwriters such as John Prine, Steve Goodwin and Bruce Springsteen, was dubbed one of the New Dylans.

“A song for me at this point, I don’t quite understand where the songs come from, but I’m very grateful that they still do come.”–Loudon Wainwright III

Wainwright only had one true “hit” — the novelty song Dead Skunk in the Road — but over the years has carved out his own niche and earned a devoted worldwide fanbase.

And despite never finishing acting school, he has managed to land a steady stream of roles over the year in TV shows such as M*A*S*H, Undeclared and Parks and Recreation, and movies such as Big Fish, The Aviator, The 40-Year Old Virgin and Knocked Up, for which he did the soundtrack.

His relationships and children have filled a large part of his repertoire over the years. He was first married to Canadian songwriter Kate McGarrigle, with whom he had Rufus and Martha. His middle daughter, musician Lucy Wainwright Roche, was born during his relationship with American singer-songwriter Suzzy Roche; Lexie Kelly Wainwright is his daughter with second wife, Ritamarie Kelly.

Photo by Shervin Lainez
                                Loudon Wainwright III covers themes — love, divorce and family — familiar to fans of his 50-plus-year career.

Photo by Shervin Lainez

Loudon Wainwright III covers themes — love, divorce and family — familiar to fans of his 50-plus-year career.

Over the years his sometimes-strained relationship with his children has been well-chronicled, notably in songs by Rufus (Dinner at Eight) and Martha (Bloody Mother F—king A—hole), but any animosity that existed in the past appears to have dissipated — Wainwright often performs with his kids. This weekend he will share the stage with Rufus and Lucy, a member of Rufus’s band, during the All in the Family workshop Friday at 1 p.m. at Big Bluestem. Next week he will join his entire family at Rufus’s 50th birthday celebration on July 13 in New York.

“It’s quality time. Rather than sitting around arguing about who did what to who when, we could stand out there and sing a song,” Wainwright says.

“I think the audience gets a kick out of it, and then I guess it could be argued because of the genetic connection that vocally there might be some interesting sonic components to two or three or even four voices, because we’ve all sung together at various times. We’re dancing around the same genetic pool onstage.”

Along with the stories about his family in numerous songs, he delves even further into his life and history in his 2017 book, Liner Notes: On Parents & Children, Exes & Excess, Death & Decay, & a Few of My Other Favorite Things, and in a 2018 Netflix special, Surviving Twin, a stage show about his father and their relationship.

“My dad was an amazing writer; he wrote for Life magazine in the ’60s and ’70s and ’80s. When I was child growing up, I was the son of the famous Loudon Wainwright. We had a difficult, at times combative, competitive relationship.

“He died quite a while ago, in 1998, and Surviving Twin I have thought of as a posthumous collaboration between my father and I. I perform some of his writing and connect it with some of my own songs.”

Adding to his lifetime achievements is his latest appearance at the Winnipeg Folk Festival. This weekend will mark his seventh time playing at Birds Hill Park, where in 2016 he was given the festival’s Artistic Achievement Award for his contributions to music.

Wainwright has many memories of the festival, but the first thing that stands out to him is something every Winnipegger can relate to: mosquitoes.

“Whenever the word Winnipeg is mentioned, and certainly the folk festival, I think of the time I did the festival 20-something years ago. There’s a certain moment in the evening where the mosquitoes or blackflies, whatever you have up there, they kind of descend on the field everyone is sitting in and on the stage. It’s right out of a horror movie.

“I remember a few years ago me and other performers, including Taj Mahal, were hiding in somebody’s motor home to get away from those crazy insects,” he says with a laugh.

Wainwright’s folk fest concert is on Saturday at 4 p.m. on the Snowberry Field stage, so he shouldn’t have to worry about bugs then, which suits him just fine, although the show would go on, as it always has and will for as long as he is alive.

“When I was a young romantic man just starting out, I imagined I wasn’t going to live to be anywhere near this old, so it’s a nice surprise to still be around and doing this job I’ve had for over 50 years,” he says.

“I don’t care much for airports and hotels and travelling, but once I’m onstage, it’s still as much fun as it always was.”

rob.williams@winnipegfreepress.com

Report Error Submit a Tip

More Stories

City rapped for taking five days to remove animal carcass

Morgan Modjeski 2 minute read Thursday, Sep. 10, 2026

A Winnipeg resident said she’s upset it took the city five days to retrieve a dead fawn from her yard after she reported it to 311.

Amy Gelhorn said she and her family noticed the animal carcass in her garden on Saturday. She called 311 and was told it would be picked up after the long weekend.

“It was removed this afternoon,” the north River Heights resident said Thursday. “So it took six days to remove it and we had to basically phone every day.”

She said neighbours on both sides of her house told her they saw the animal acting strangely on Friday and reported their concerns to 311. It’s believed the animal died overnight. As the days dragged on, the body continued to rot.

Retired sportscaster Scott Oake determined as fundraising for women's addictions treatment facility enters home stretch

Melissa Martin 5 minute read Preview

Retired sportscaster Scott Oake determined as fundraising for women's addictions treatment facility enters home stretch

Melissa Martin 5 minute read Thursday, Sep. 10, 2026

For now, the patch of land just east of the Victoria Hospital doesn’t look like much: just a field of rocks, mounded dirt, and concrete piles driven into the earth. Yet when Scott Oake looks over the site, he can already imagine how it will look in just over a year’s time, when the new Anne Oake Family Recovery Centre is expected to open.

It’s easier to picture this time around. In 2020, when the recently-retired CBC sportscaster and his late wife, Anne, were building their first labour of intermingled grief and love, the Bruce Oake Recovery Centre for men, it was hard for him to wrap his mind around how a raw construction site could transform into a welcoming addictions treatment facility.

When that centre opened in 2021, Oake found it looked “almost identical” to the architect’s renderings. So it’s easy to hope the Anne Oake Centre will be the same. It will be the first facility of its kind, its founders believe, not only in Canada but in North America: a place where 50 to 70 women can pursue sobriety while staying with their children.

“At Bruce Oake there’s a culture of love, and most of all a culture of hope,” Oake said, speaking at the site Thursday after a media conference to announce the final push of the centre’s fundraising campaign. “I can feel it every time I walk into that building. And I know it will be the same here.”

Read
Thursday, Sep. 10, 2026

Puzzles Palace

1 minute read Monday, Jul. 27, 2026

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

Chrétien says Canada bows to no one in fiery address at 9/11 commemoration

Sarah Smellie, The Canadian Press 6 minute read Preview

Chrétien says Canada bows to no one in fiery address at 9/11 commemoration

Sarah Smellie, The Canadian Press 6 minute read Updated: Yesterday at 8:15 PM CDT

GANDER - Former prime minister Jean Chrétien drew a standing ovation inside a Gander, N.L., hockey arena on Friday as he delivered a pointed message to American leaders during a ceremony marking the 9/11 terrorist attacks in the United States, 25 years ago.

The 92-year-old warned Americans never to mistake Canadian generosity for weakness, nor its kindness for softness.

U.S. Ambassador Pete Hoekstra looked on as Chrétien insisted his pointed words were a sign of friendship. Friends tell each other the truth, he said.

“We embraced our friends and we helped them in their moment of need, but we bow to no one,” Chretien said, as the crowd erupted again.

Read
Updated: Yesterday at 8:15 PM CDT

Loudon Wainwright III is at folk fest with his famous family

Rob Williams 8 minute read Preview

Loudon Wainwright III is at folk fest with his famous family

Rob Williams 8 minute read Thursday, Jul. 6, 2023

Loudon Wainwright III is not afraid to look mortality in the eyes.

On the song How Old Is 75? from his latest album, 2022’s Lifetime Achievement, the singer-songwriter examines his future demise, practically daring death to come for him in five years, while also pondering the death of his parents.

“I think about mortality all the time,” Wainwright says over the phone from New York City. “I have for most of, a lot of, my life. The first line on my first song (School Days) on my first record is, ‘In Delaware when I was younger.’

“I don’t know if fixation is the right word, but it’s a topic that interests me: the passing of time. It’s dealt with on this record, but also on a number of my other records.”

Read
Thursday, Jul. 6, 2023

Closure of Nomads field massive upset for North End

Joshua Frey-Sam 5 minute read Preview

Closure of Nomads field massive upset for North End

Joshua Frey-Sam 5 minute read Updated: Yesterday at 8:49 AM CDT

The North Winnipeg Nomads have a flag on the field.

The long-standing minor football club was recently informed that its field is unfit to host games and that it would need to find a new home for its five youth and adult teams until repairs are made to the playing surface.

“Our board has made every effort to address the condition of our home field,” the club wrote in a statement. “Unfortunately, following a professional assessment, the field has been determined to be unsafe and unstable for our athletes.”

All five of the club’s teams will play their 2026 season at Frank Whyte Field, part of the Northwood Community Centre, with no confirmed date for when they can play on their home field again.

Read
Updated: Yesterday at 8:49 AM CDT