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Urban Diplomat
City News
Dear Urban Diplomat: Should I publicly shame a homophobic Leafs fan?
"We want to hold him accountable, but we’re not sure whether to post the footage online"
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Life
Dear Urban Diplomat: What can I do about gross sounds in my gym’s locker room?
"She makes the most revolting sounds—hawking and spitting like you wouldn’t believe"
Life
Dear Urban Diplomat: Is it okay for people to let their dogs take up seats on the subway?
"Is it my place to say something about it?"
Life
Dear Urban Diplomat: Should I move in with my girlfriend to save money on rent?
"I figure shacking up is my only ticket to a roomie-free lifestyle"
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Life
Dear Urban Diplomat: Is it selfish not to take a sick day?
"Last week, I got a gross-sounding cough, but I sucked it up and went to work anyway"
Life
Dear Urban Diplomat: How do I make peace with my Google results?
"There’s just one thing standing in my way: an extremely unfortunate rap video I made as a joke in high school"
Life
Dear Urban Diplomat: Can my landlord hike my rent because I have a dog?
"If I don’t pony up, he says he’ll evict me for breaching my lease conditions"
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Life
Dear Urban Diplomat: What can I do about the pushy newspaper guy at my subway stop?
"This guy is next-level annoying"
Life
Dear Urban Diplomat: Should I feel bad for hooking up with someone who didn’t tell me about her boyfriend?
"I feel guilty and a little betrayed"
Life
Dear Urban Diplomat: How do I bail on community events without becoming a co-working outcast?
"I don’t want to be rude, but I have zero interest"
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City News
Dear Urban Diplomat: Should I feel guilty about abandoning my beer-league hockey team for a better one?
"Over the off-season, a much better team in the same league invited me to play with them"
Life
Dear Urban Diplomat: Am I responsible for damage caused by my neighbour’s tree?
"By the morning, a branch had broken off my neighbour’s tree and cracked my friend’s windshield"
Life
Dear Urban Diplomat: Am I a monster for not lending a stranger my cellphone?
"I had visions of her running away with it or racking up huge long-distance charges"
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City News
Dear Urban Diplomat: What can I do about parents who are way too intense about softball?
"The coach and some of the parents treat every match like it’s Game 5 of the ALDS"
Life
Dear Urban Diplomat: Do I have to pay my share of an outrageously expensive Uber ride?
"Should I speak up or pay up?"
Life
Dear Urban Diplomat: Is a Mississauga home address a good enough reason to dump my Tinder date?
"When I suggested we go back to his place, he dropped this bomb: he actually lives in Mississauga"
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City News
Dear Urban Diplomat: If I catch a foul ball at a Jays game, do I have to give it to a kid in the stands?
"The chants got louder and snarkier"
Life
Dear Urban Diplomat: Can I ask other parents to chip in for my daughter’s super-expensive birthday party?
"She’s already told a dozen of her friends that the trip’s on us"
Life
Dear Urban Diplomat: How do I get my elderly neighbour to fix her rotting fence?
"Since she’s rather reclusive, it’s not as if we can casually chat about it"
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Life
Dear Urban Diplomat: Am I a jerk for making business calls on the GO train?
"Recently I’ve been getting a lot of dirty looks"
Real Estate News
Dear Urban Diplomat: Is my neighbour actually the best broker in town?
"I’m about to sell my house, and I’m considering hiring my neighbour"
Life
Dear Urban Diplomat: How do I get my neighbour to stop dressing her toddler in skinny jeans?
"His jeans are so tight that he can’t even play properly"
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Life
Dear Urban Diplomat: Do I have to tell my friend I’m stealing his cable?
"It doesn’t cost him extra and I’d probably never get caught"
Real Estate News
Dear Urban Diplomat: Is my real estate agent trying to scam me?
"I’m selling my house, and my agent is pushing for an 'exclusive listing.'"
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Summer Camp Guide
City News
Summer Camp Directory 2026
Discover our top-rated summer camps for kids of all ages
Wines of the World
Food & Drink
Wines of the World: Rediscover your favourites from
Toronto Life’s
Best Restaurants
From cabernet and merlot to icewine and chardonnay, these wines are primed to pair and delight
Big Stories
Deep Dives
The Monster Cottages vs. the Resistance: Inside the ruthless battle for the future of Muskoka
From Gravenhurst to Port Cockburn, the uber rich and powerful are buying up shoreline for private island compounds and sprawling mega-resorts, radically changing the face of Muskoka and infuriating environmentalists, locals and long-time cottagers
Deep Dives
Dead Reckoning: The executor of their estate was supposed to divide it among their friends and family. Instead, he bankrupted it
When Sami and June Suomalainen died, it fell to the executor of their wills, a lawyer they hardly knew, to sell their million-dollar midtown home and split the proceeds among their inheritors. Seven years and six lawsuits later, the beneficiaries haven’t seen a cent
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
Just Listed
Just Listed
For Sale: 99 Lake Promenade
This classic Hamptons-style home by Chatsworth Fine Homes offers an exciting opportunity to customize a new dream home and build instant value - without the long wait of new construction
Just Listed
For Sale: 92 Arjay Crescent
As luxury buyers become increasingly focused on wellness, privacy, and long-term livability, a new generation of custom homes is emerging – one defined less by excess and more by thoughtful design
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