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Urban Diplomat
City News
Dear Urban Diplomat: How do I deal with my perpetually late friend?
“Her front window looks directly into her living room, and when it gets dark, it’s pretty easy to see whatever she’s watching on TV.”
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City News
Dear Urban Diplomat: Help! My dad is becoming a total pothead
"He started smoking cannabis to help alleviate his arthritis pain. At first, I was all for it, but now he’s taking his newfound interest a bit too far."
Life
Dear Urban Diplomat: How do I skip my office Christmas party without looking like a total Grinch?
"I’m out of patience and would much rather sit this round out."
Life
Dear Urban Diplomat: Help—my mother-in-law is obsessed with Mikhaila Peterson’s all-beef diet
"I’m mostly concerned about our kids—I don’t want them subsisting solely on red meat while they’re visiting."
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Life
Dear Urban Diplomat: How do I get my boss to stop stealing all the leftovers?
"One time he even brought out Tupperware before we started eating!"
City News
Dear Urban Diplomat: How do I get my vegan friend to stop guilt-tripping me?
"I want to be able to eat without feeling like there’s a cloud of shame hanging over my head."
City News
Dear Urban Diplomat: How do I get the office pranksters to back off?
"I find it unprofessional, unfunny and a total pain"
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City News
Dear Urban Diplomat: My condo board wants to charge dog owners an extra fee. How can I push back?
“It seems like a blatant cash grab”
Real Estate News
Condo Diplomat: How to deal with sticky high-rise situations
Advice on neighbour nudity, doorbell cameras, and more
City News
Dear Urban Diplomat: A #MeToo debate ruined my dinner party. How do I clear the air?
“One thing led to another, and my aunt and I ended up yelling at each other”
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City News
Dear Urban Diplomat: I bought Yayoi Kusama tickets with my (now) ex. Who should get to keep them?
“There’s no way we’re going together, and we won’t be able to get any more tickets.”
Life
Dear Urban Diplomat: How do I tell my Facebook friends they’re not invited to my wedding?
"People I haven’t seen or spoken to in years started commenting that they couldn’t wait to watch me walk down the aisle"
Life
Dear Urban Diplomat: Was I wrong to answer my phone on the subway platform?
"A man who’d been standing nearby chewed me out for taking the call"
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Life
Dear Urban Diplomat: Do I have to follow this restaurant’s large-party rules?
"It was like they were punishing me for giving them my business"
Life
Dear Urban Diplomat: Do I have to tip for counter service?
"It seems preposterous to me"
Life
Dear Urban Diplomat: My cousins bailed on my wedding. Should I say something?
"We haven’t received a single call or text explaining their absence"
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Life
Dear Urban Diplomat: We sold our house and the buyers sent a cleaning bill. Do we have to pay?
"They complained about 'major issues,' including a dirty oven and washing machine"
Life
Dear Urban Diplomat: Should we have fat-shamed our fellow baseball fan?
“He was sitting next to us at a Jays game, and he was so huge that he took up part of my wife’s seat”
Life
Dear Urban Diplomat: Do I really have to tip my Uber driver?
"And do I have to worry about low ratings if I don't?"
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Life
Dear Urban Diplomat: How do I get my officemates to lay off the beer tap?
"It’s become a serious distraction"
Life
Dear Urban Diplomat: Should I have told off a streetcar FaceTimer?
"She had a 20-minute conversation in R-rated detail"
Life
Dear Urban Diplomat: Is my fidget spinner hate justified?
"This was an adult in a professional setting, not an antsy six-year-old"
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Life
Dear Urban Diplomat: How do I get my fellow UberPooler to show up on time?
"He’s often late or just a total no-show"
Life
Dear Urban Diplomat: Should I pull my friend back from the brink of the men’s rights movement?
"He's been calling his ex a traitor and posting links to misogynistic dating blogs"
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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