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Urban Diplomat
Life
Dear Urban Diplomat: Should I have told off a streetcar FaceTimer?
"She had a 20-minute conversation in R-rated detail"
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Life
Dear Urban Diplomat: Is my fidget spinner hate justified?
"This was an adult in a professional setting, not an antsy six-year-old"
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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Life
Dear Urban Diplomat: I caught my boss watching porn. What now?
"He's been extremely awkward with me"
Life
Dear Urban Diplomat: How do I get my oblivious boss to stop chowing down in front of our fasting Muslim coworker?
"One of my coworkers observes Ramadan, but our boss keeps eating right next to her"
Life
Dear Urban Diplomat: How do I drop my lousy golf partner?
"He must have lied about his handicap, because he's terrible!"
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Life
Dear Urban Diplomat: Is it wrong to ditch our ugly wedding gift?
"My husband's aunt gave us a hideous two-foot-tall sculpture"
Life
Dear Urban Diplomat: Is it wrong to invest in environmentally questionable companies?
"Many years ago, my business partner and I invested in an energy company"
Life
Dear Urban Diplomat: Can I jump the queue to deplane faster?
"Am I a horrible person for wanting to blast past families that take forever?"
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Life
Is it okay to cycle past open streetcar doors?
The Urban Diplomat explains
Life
Do I have to split living expenses with my high-earning boyfriend?
The Urban Diplomat explains
Life
What can I do about a friend who doesn’t use my preferred pronouns?
The Urban Diplomat explains
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Life
How do I get the staff at my start-up to stop playing Ping-Pong and get to work?
The Urban Diplomat explains
Life
Can I unfriend my Trump-supporting cousin on Facebook?
The Urban Diplomat explains
Life
Is it okay for me to refuse to rent my spare room to guys?
The Urban Diplomat explains
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City News
How do I convince the TTC that it’s their fault I couldn’t pay my fare?
The Urban Diplomat explains
City News
How do I get my brother’s girlfriend to start paying for all the hot water she uses?
The Urban Diplomat explains
Life
How do I deal with cyclists who hate it when I park my delivery truck in bike lanes?
The Urban Diplomat explains
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City News
Can I make my snoring boyfriend sleep on the fold-out couch?
The Urban Diplomat explains
Life
Dear Urban Diplomat: How do I get my neighbour to clean all the dog poop off his balcony?
"Whenever we go out for a smoke, the view and stench are atrocious"
Life
Dear Urban Diplomat: Should I report the guy who hit me with his car door to the police?
"I didn’t break any bones, but my $700 bike was badly damaged"
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Life
Dear Urban Diplomat: Do I have to feed organic food to my kid’s friend?
"I bought everyone treats from our local bakery. When his dad found out, he refused to set up another play date for weeks"
Life
Dear Urban Diplomat: Am I a terrible person if I don’t chip in for a colleague’s baby gift?
"One of my colleagues asked us to contribute to a baby gift for a woman who doesn’t even work here anymore"
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Best New Restaurants
Food & Drink
These are Toronto’s best new restaurants of 2025
This year’s list includes a Korean Ecuadorian diner, a supper club that showcases regional Chinese dishes tweaked with seasonal Canadian ingredients and a Parkdale chaat house that makes a mean Pakistani Sloppy Joe. It’s official: fusion is in
Big Stories
Deep Dives
Sex worker and
Anora
consultant Andrea Werhun’s journey from strip clubs to Hollywood
Andrea Werhun’s dream was to be a writer, but there was a lot more money in sex work. She told herself she’d quit soon, then spent years working as a stripper. In 2022, Sean Baker hired her as a consultant on his Oscar-sweeping film. Now she’s stepping into her own spotlight
Deep Dives
Game Over: Inside fallen Toronto Raptor Jontay Porter’s sports betting scandal
As the pivotal member of a notorious betting ring, Porter was playing for another team. The story of a cheater, his bookmakers and the wager that brought them all down
Deep Dives
Megan Savard for the Defence: Meet the lawyer representing a player at the centre of the Hockey Canada trial
She’s fierce, shrewd and relentless. And she doesn’t just want to win—she wants to dismantle the prison system altogether
Food & Drink
These are Toronto’s best new restaurants of 2025
This year’s list includes a Korean Ecuadorian diner, a supper club that showcases regional Chinese dishes tweaked with seasonal Canadian ingredients and a Parkdale chaat house that makes a mean Pakistani Sloppy Joe. It’s official: fusion is in
Deep Dives
Inside the rise and fall of the Vaulter Bandit, the 21st century’s most notorious bank robber
To fellow tourists he met around the world, Jeffery Shuman was a semi-retired developer with a bright smile, an even tan and a fat wallet. In truth, he was a legendary bank robber on the run from the Toronto police and the US Marshals
Deep Dives
Anchor Man: Fox News host John Roberts on Trump, the trade war and the American psyche
If Fox News seems an unlikely landing spot for a guy who got his start pumping out Platinum Blonde on MuchMusic, you probably haven’t heard his thoughts about joining the notorious network, the Canada–US relationship and what he misses most about Toronto
Deep Dives
Trump’s Loss, Toronto’s Gain: Meet the artists, professors, scientists and other luminaries ditching the US and moving north
They’re coming from Big Law, the Ivy League, arts institutes and beyond, brimming with smarts and energy and united by a common cause: avoiding the carnage of Donald Trump. True tales from the brain gain
Deep Dives
Dancing Queens: Patrons, staff and performers share their wildest memories of Crews and Tangos, Toronto’s most storied drag bar
Crews and Tangos has been enforcing the rules of the Village for more than 30 years: wear what you want, kiss who you want, but don’t forget to tip the drag queens. With a condo development looming, we asked around for tales from the iconic spot
Deep Dives
The Joy of Sex with Strangers: A Toronto hotwife’s adventures in ethical non-monogamy
Three months ago, I was a suburban mom in a monogamous relationship. Now I’m sleeping with people I meet online—with my husband’s blessing—and we’ve never been happier. Don’t judge us until you’ve read our story
Deep Dives
The Scandal, the Firing and the Fallout: Anatomy of a Bay Street fiasco at RBC
Nadine Ahn was a high-ranking executive at the bank. Ken Mason, her subordinate, was rapidly promoted. Then someone claimed to see them canoodling at the Royal York, tipped off HR and triggered an inquisition
Deep Dives
Edward the Conqueror: The unlikely ascent of Canada’s telecom king
Edward Rogers was dismissed as a meddling nepo baby—until he muscled out his siblings, acquired his competitors, cornered the telecom market and became the dominant force in Canadian sports
Deep Dives
Lady Parts: Inside Meredith MacNeill and Jennifer Whalen’s new show,
Small Achievable Goals
The
Baroness von Sketch Show
alumnae have elevated joking about women’s issues to an art. Their new show takes aim at menopause. How funny is that?
Deep Dives
Murder in the Blue Mountains: The story behind the killing of Ashley Schwalm
Ashley and James Schwalm had what seemed like a fairy tale life—two wonderful children, fulfilling careers and a gorgeous home close to the private ski club where they’d fallen in love. Then Ashley’s remains turned up in a burned-out car at the bottom of a ditch, and all signs pointed to her husband
Deep Dives
Dark Horse: Inside the fall of Eric Lamaze, Canada’s most famous equestrian
For years, Lamaze was the world’s top-ranked show jumper, living an enviable life filled with fancy cars, international travel and adoring fans—the kind of life a person might do anything to protect
Buy Canadian
Food & Drink
An all-Canadian wine festival is coming to Fort York
Elbows Up aims to make it easier (and cheaper) to buy Canadian-made bottles
Food & Drink
This Toronto Italian restaurant is launching a pasta tasting menu made with all-Canadian ingredients
It’s Amano Trattoria’s elbows-up moment
City News
A high-tech greenhouse in King City is sticking it to Trump’s tariffs
How to reduce our reliance on American farmers? Rely on robot ones instead
Food & Drink
“We felt disconnected from the outdoors before”: What St. Lawrence Market North vendors think of their new home
And what locally made and grown goods they’re selling