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Urban Diplomat
City News
Dear Urban Diplomat: Help! My neighbour’s kid has some serious Fortnite rage
“Not only does it wake me up, but it’s teaching my much younger kids words I’d prefer they not hear yet”
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Life
Dear Urban Diplomat: Can I boycott my friend’s gender-reveal party?
“I want to celebrate her growing family, but I think these kinds of parties are stupid.”
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.”
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."
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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."
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!"
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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"
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”
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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”
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.”
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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"
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"
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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"
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"
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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?"
Life
Dear Urban Diplomat: How do I get my officemates to lay off the beer tap?
"It’s become a serious distraction"
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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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The Private and Independent School Directory Spring 2025
Big Stories
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
Deep Dives
Dividing Line: How the Bloor Street bike lane turned the city into a battlefield
A few kilometres along Bloor has become Toronto’s most contested strip of concrete, igniting fights over congestion, safety and the future of downtown
Deep Dives
The Chosen One: At just 23, Scottie Barnes is the new face of the Raptors—and the team’s best chance of salvation
Barnes is shouldering the weight of an impatient, basketball-mad city, a hit-and-miss team, and his own colossal ambitions. Does he look worried?
Deep Dives
Almost
Famous: Inside the Beaches’ rise to rock stardom
A viral earworm about a breakup turned the Beaches into Toronto’s hottest export. Now, the panty-throwing, stage-diving, all-girl rock band is seducing fans around the world
Deep Dives
“I was nearly beaten to death by my partner. The case was dismissed because it took too long to get to trial”
How an overburdened justice system is failing survivors of intimate partner violence
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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
Food & Drink
Sort-of Secret: Amelia’s Market, a Geary Avenue grocer selling local goods and light lunches
Like lovely cheese plates paired with glasses of Ontario-made wine
Food & Drink
“There’s more attention now on shopping close to home”: How Broadfork Produce is connecting Toronto’s top chefs with Ontario farmers
And the west-end supplier is opening to the public soon
Food & Drink
The US tariffs are coming for your espresso martini
With Kahlúa no longer available at the LCBO, Toronto bartenders are getting creative