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Urban Diplomat
City News
Dear Urban Diplomat: What’s the etiquette for EV charging?
Dear Urban Diplomat , What’s the etiquette for EV charging? A few weeks ago, I finally found a spot in my neighbourhood to juice...
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City News
Dear Urban Diplomat: My husband thinks I’m a hoarder, but I’m a collector
He’s started quoting Marie Kondo and insisting that I get rid of my “emotional support tchotchkes.” How can I get him to back off?
City News
Dear Urban Diplomat: My condo building has zero tolerance for the slightest noise
They’ve asked us not to shower after 11 p.m. because of “pipe whistling.” Is this normal?
City News
Dear Urban Diplomat: My husband bought us a pass to skip the line at the ski hill. Why do I feel guilty for using it?
I can’t help being embarrassed every time I sheepishly walk past the eye rollers in the regular queue
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City News
Dear Urban Diplomat: My brother is lying online about Dry January
He’s preaching the virtues of sobriety on TikTok but still crushing six-packs every weekend, and the hypocrisy is getting on my nerves. Should I call him out?
City News
Dear Urban Diplomat: My co-workers have forgotten how to behave in an office
I actually don’t mind the return-to-office mandate, but it seems like so much working from home has caused my fellow employees’ self-awareness to atrophy
City News
Dear Urban Diplomat: My friends are getting into sober raves, and I just can’t see the appeal
How does one cut loose in a well-lit room while the sun is shining and no one is even a little intoxicated?
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City News
Dear Urban Diplomat: My wannabe-paparazzo friend is doing TIFF all wrong
He plans to spend the film festival staking out hotels and parties for celebrity shots. How can I make him see that he’s missing the point?
City News
Dear Urban Diplomat: My cottage owner friends are using me for my handyman skills
It’s nice to be invited for a weekend on the lake, but lately I’ve been spending more time working than lounging on the dock. Am I being taken advantage of?
City News
Dear Urban Diplomat: My client’s AI assistant is driving me crazy
It’s maddening enough that he’s too busy to talk to his own lawyer, but his robot secretary is constantly making mistakes. How should I break it to him that his revolutionary technological innovation is a broken telephone?
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City News
Dear Urban Diplomat: My Hamiltonian sister keeps claiming to be from Toronto
On a recent trip to Europe, she kept introducing herself as a proud Torontonian. Meanwhile, I pay a premium to actually live here. Am I wrong to be annoyed?
City News
Dear Urban Diplomat: Is it normal to bring a ring light to a restaurant?
I’m a server at a buzzy spot downtown, and I recently shut down an unauthorized influencer filming content for social media. Was I right to?
City News
Dear Urban Diplomat: My daughter refuses to get her driver’s licence
She says cars are bad for the environment but then asks me for rides. How can I get her to see the hypocrisy?
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City News
Dear Urban Diplomat: I adopted a dog to meet people, but people only like me for my dog
Max gets all the attention when we’re out, and I get ignored at the other end of his leash. I’m starting to regret getting him. Any advice?
City News
Dear Urban Diplomat: Pay transparency is ruining my work friendship
My co-worker and I recently discovered that she’s making far less than me despite our similar roles, and now she’s giving me the cold shoulder
City News
Dear Urban Diplomat: Can a doctor I once dated take me on as a patient?
Yes, it may be a little awkward, but given the province’s family doctor shortage and crumbling health care system, I’m getting desperate
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City News
Dear Urban Diplomat: My neighbourhood Facebook group is targeting our local corner store
Sure, the owner is famously cantankerous, but he doesn’t deserve to be run out of business by an online NIMBY mob
City News
Dear Urban Diplomat: Is it so wrong to attend a concert while being tall?
I’m paying the same exorbitant ticket prices as everyone else, but lately I’ve been getting harassed for blocking the view because of my height. How should I respond?
City News
Dear Urban Diplomat: My straight friend is having her bachelorette party in the Village
It promises to be a painfully heterosexual event, and I hate that queer spaces are becoming venues for straight people to gawk while they party. Should I refuse to attend?
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City News
Dear Urban Diplomat: My friend signed up for a trendy fitness club, and it’s bleeding him dry
I’m afraid he’s going to go broke buying expensive classes so he can ogle their gorgeous instructors. Should I intervene?
City News
Dear Urban Diplomat: My US-based sister is using Elbows Up as an excuse to avoid visiting
She says she’s worried about getting hassled for her New York licence plates and won’t even cross the border for my wedding. How delusional is she?
City News
Dear Urban Diplomat: The pickleball court next door is driving us up the wall
The constant thwacking is maddening. Short of heading down there and snapping some paddles, what can we do?
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City News
Dear Urban Diplomat: My friend shamed me for buying US products. Then I caught him pouring Jack Daniel’s into a Wiser’s bottle
He keeps criticizing me for keeping my Netflix subscription. Should I call him out on his hypocrisy?
City News
Dear Urban Diplomat: My friends rented a Cybertruck for our cross-Canada road trip
Even before the trade war and the Tesla founder’s unholy alliance with Donald Trump, I’d have been mortified to be seen in one of Elon Musk’s hulking metallic lemons. How should I break it to my friends?
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Summer Camp Guide
City News
Summer Camp Directory 2026
Discover our top-rated summer camps for kids of all ages
Best New Restaurants
TL Events
Toronto Life
’s Best Restaurants returns for its 10th-anniversary edition on June 8
General admission tickets are now on sale for Toronto’s biggest culinary night, featuring top chefs, restaurants and drinks
Big Stories
Deep Dives
These are Toronto’s best new restaurants of 2026
This year’s list includes a 150-square-foot omakase counter, a Parisian brasserie in the Annex, Korean comfort food, Filipino karaoke and a Summerhill seafood spot that’s reinventing the raw bar
Deep Dives
Hoop Dreams: Inside the making of the Toronto Tempo, the city’s newly assembled WNBA team
After years of false starts, months of nail-biting negotiations between the league and the players’ union, and an 11th-hour scramble to build a roster, Toronto finally has its own major-league women’s basketball team. Now it just has to live up to the hype
Deep Dives
Live From New York: Inside the slay-or-be-slayed world of Studio 8H with
SNL
rookie Veronika Slowikowska
Slowikowska is the first Canadian to join the cast of
Saturday Night Live
in more than 25 years. She’s also this season’s breakout star. Now all she has to do is keep crushing it
Deep Dives
Better Call Deepak: Meet drug lord Ryan Wedding’s self-styled cocaine lawyer
The man who represented the infamous drug lord is unapologetically flashy—he has a Lamborghini and two Maseratis and wears $1,200 Louboutins. But did he become an accomplice to his client’s crimes? Deepak Paradkar says he was just doing his job. The FBI says he crossed a line
Deep Dives
The Redemption Tour: The Blue Jays are back. Can they finish what they started?
We’re not over it, but they are. Six months after that devastating defeat, the Jays take the field once more, bent more than ever on winning the World Series. Dispatches from the dugout
Deep Dives
My Life as a True Crime Spectacle: My father’s crimes fractured our family. Then came the press
My dad was the infamous Rolex Killer. The news of his crimes nearly broke me. And ever since, my family has been hounded by reporters, podcasters and true crime fanatics—a whole new circle of hell
Deep Dives
Robby on the Line: Out and about with Robby Hoffman, comedy’s equal opportunity assassin
Larry David is the indisputable king of brutal honesty. But if anyone comes close, it’s Robby Hoffman, the suddenly everywhere comic from whom no group is safe
Deep Dives
Notes on an Academic Scandal: Why did TMU demote a leading advocate of DEI?
Pamela Sugiman, a former arts dean at Toronto Metropolitan University, was a key player in the school’s push for diversity, equity and inclusion. When the backlash against DEI arrived, she was demoted. The school says it was a coincidence. She disagrees
Deep Dives
City of Renters: The dream of home ownership isn’t dead. Maybe it should be?
Scenes from the rent-for-life revolution
Deep Dives
This generation was pummelled by Covid high school. Now the job market wants to replace them with AI
It’s hard out here for a 20-something
Deep Dives
The High Price of Hope: Inside Toronto’s white-hot fertility market
Desperate wannabe parents are betting their life savings on unproven treatments and false promises
Deep Dives
Man vs. Machine: ChatGPT caused him to spiral into delusion. Now he’s suing OpenAI
Last spring, a chatbot convinced Allan Brooks that he had discovered a revolutionary mathematical theory. He says it nearly destroyed him
Deep Dives
Smart City: 20 mind-blowing Toronto inventions that are changing the world
Homegrown innovations that will transform lives for the better
Deep Dives
293 Days Without My Son: I gave up everything to rescue my kidnapped child from my abusive husband
When Valentino was abducted, I knew three things: he’d been taken by his father, he was somewhere in India and I would not rest until I found him
Deep Dives
The Violent Life of a Tow Truck Driver: How an unremarkable profession turned Toronto into a war zone
The towing industry has been hijacked by criminals and kingpins who fleece customers, beat up dissenters and shoot their enemies. Inside the brutal turf war for the city’s wrecks
Deep Dives
Street Fight: Inside the battle raging over Toronto multiplexes
If this city stands any chance of solving the housing crisis, it will need buildings with multiple units in residential neighbourhoods—a move that has many residents saying, “Anywhere but here!”
Deep Dives
Young and Retired: Meet the super-savers quitting work decades before the average Canadian
In the age of doomspending, these ultra-driven Torontonians give up their weekends, work multiple jobs and never, ever eat out. The upside: they’ll retire long before the rest of us
Just Listed
Just Listed
For Sale: 171 Durant Ave
This rare property features 2 houses on 1 lot
Just Listed
For Sale: 50 First Avenue
A testament to time presiding over one of Uxbridge's most storied streetscapes, this magnificently preserved circa 1880 residence commands its prominent corner lot with the quiet confidence of a true architectural landmark
Just Listed
For Sale: 7 Bentley Drive
A commanding architectural statement in prestigious Stonegate–Queensway, this newly completed custom residence by Bali Homes Group presents a refined interpretation of contemporary luxury living
Just Listed
For Sale: 75 Queen Street
Guelph is having a moment
Just Listed
For Sale: 112 Mildenhall Rd
A rare opportunity to own a custom-built masterpiece in the heart of Lawrence Park beautifully designed by Gray Smith and Arca Design for the most discerning buyer