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Urban Diplomat
City News
Dear Urban Diplomat: I gave my boss a bottle of fancy scotch after we closed a deal. He’s an alcoholic
Dear Urban Diplomat, My boss and I recently closed a huge deal, resulting in a healthy commission for both of us. I bought him a...
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City News
Dear Urban Diplomat: don’t I have the right to use the washroom at a Maple Leafs game as often as I need to?
Dear Urban Diplomat, I went to a Leafs game recently and, after downing a litre-sized beer, found I had go to the bathroom a few...
City News
Dear Urban Diplomat: should I jog with my manager if it helps get me a promotion?
Dear Urban Diplomat, I’m being considered for partner at my law firm. The managing partner lives a few streets over, and when he...
City News
Dear Urban Diplomat: how do I explain to my children that we’re not poor?
Dear Urban Diplomat, Every year, my kids’ private school launches a campaign for donations, and parents are expected to give...
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City News
Dear Urban Diplomat: Can I ask my boyfriend to stop competing in the same academic competitions as me?
Dear Urban Diplomat, My boyfriend and I are University of Toronto students, and we apply for the same awards. He’s won out over...
City News
Dear Urban Diplomat: is it just me, or is the iPod destroying community connection?
Dear Urban Diplomat, I’ve gotten used to young people listening to their iPods in public, but now I’m seeing people my age...
City News
Dear Urban Diplomat: do I have to give a job recommendation to a friend even if I don’t think he deserves one?
Dear Urban Diplomat, A good friend who used to work under me has asked for a job reference. Trouble is, I can’t think of anyone...
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City News
Dear Urban Diplomat: how can I repair my reputation after eating from the food bank box at work?
Dear Urban Diplomat, I was working late recently and skipped dinner, so I thought it would be okay to take a box of Cheerios from...
City News
Dear Urban Diplomat: do people have the right to eat a meal on the streetcar?
Dear Urban Diplomat, I get queasy easily, and I can’t stand it when people eat food on the streetcar. I’ve seen passengers...
City News
Dear Urban Diplomat: is arriving late to parties just part of Toronto culture?
Dear Urban Diplomat, I moved to Toronto from Tokyo about a year ago. Maybe it’s just a difference in cultures, but no one shows...
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City News
Dear Urban Diplomat: How do I help my friend get her identity back now that she’s had a baby?
Dear Urban Diplomat, Since my friend had her baby last year, she’s lost her identity. Her Twitter profile features a picture of...
City News
Dear Urban Diplomat: how can I get my co-workers to stop bashing Rob Ford?
Dear Urban Diplomat, I am a Rob Ford supporter, and I work in an office where everyone, including my boss, bashes him. They even...
City News
Dear Urban Diplomat: How do I excuse myself from saying grace without offending my boyfriend?
Dear Urban Diplomat, I started dating a wonderful man who is Christian. I’m agnostic, but I respect his faith and understand...
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City News
Dear Urban Diplomat: what’s the etiquette for tipping with Groupon?
Dear Urban Diplomat, I used a Groupon recently to get my hair done at an expensive Rosedale salon. It saved me 65 per cent. When...
City News
Dear Urban Diplomat: should I report my colleague’s religious email signatures to HR?
Dear Urban Diplomat, One of my co-workers signs all her emails “God Bless.” I find it irritating and think it’s...
City News
Dear Urban Diplomat: should I tell my neighbours I think I may have accidentally killed their cat?
Dear Urban Diplomat, I accidentally killed a cat with my car. It didn’t having any tags on it, so I scooped up the body and...
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City News
Dear Urban Diplomat: What do I do when my friends pay for dinner but stiff the server on the tip?
Dear Urban Diplomat, My wife and I went with another couple to Celestin, where we’re regular patrons. The service was...
City News
Dear Urban Diplomat: How can I approach Erin Karpluk (a.k.a. Erica Strange) and still maintain my cool?
Dear Urban Diplomat, Being Erica sometimes films in my ’hood, and I have a monster crush on Erin Karpluk, the show’s star. I...
City News
Dear Urban Diplomat: My sister wants my child to sport a Stephen Harper costume for Halloween
Dear Urban Diplomat, My sister made my toddler a Stephen Harper costume for Halloween (sweater vest, grey toupée, tiny...
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City News
Dear Urban Diplomat: Can we reclaim our soccer pitch without looking like jerks?
Dear Urban Diplomat, I play a casual game of pickup soccer with a bunch of other late-30s dads on weekends at Bickford Park. For...
City News
Dear Urban Diplomat: I spotted my under-aged son spotting me at a strip club
Dear Urban Diplomat, Last weekend, my buddies and I were at a strip club when my 17-year-old son and two of his friends walked...
City News
Dear Urban Diplomat: How important is dinner party reciprocity?
Dear Urban Diplomat, My husband and I throw top-notch dinner parties: rib-eyes, good wine, fancy cheeses. We have two...
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City News
Urban Diplomat: What’s the dress code for meetings when they take place on Skype?
Dear Urban Diplomat, I run a tech company, and a lot of my meetings take place via Skype with programmers and designers who work...
City News
Urban Diplomat: Taking a free coffee shop newspaper into the bathroom is not cool, right?
Dear Urban Diplomat, I regularly read in a coffee shop that’s well stocked with free newspapers. Last Sunday, a fellow café...
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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