Real Estate News
Food & Drink
City News
Deep Dives
Culture
Style
Newsletters
Membership
Submit a Tip
Subscribe
Sign in
Urban Diplomat
City News
Dear Urban Diplomat: Should I call the cops on my neighbour’s pot-smoking offspring?
"The other half of our semi is rented by a mom with two troublesome teens..."
Advertisement
City News
Dear Urban Diplomat: How do I make my friend stop humblebragging on social media?
"My best friend is insufferable online."
City News
Dear Urban Diplomat: How do I say no to being a godfather?
"The request just feels inappropriate, desperate and weird"
City News
Dear Urban Diplomat: is my real estate agent trying to scam me?
Dear Urban Diplomat, My wife and I are selling our starter home. Our agent pitched us on the fancy-sounding notion of an...
Advertisement
City News
Dear Urban Diplomat: should my guests offer to split the bill when we eat takeout together?
Dear Urban Diplomat, My wife and I invited another couple over for dinner, and we agreed to order in from Amaya, with each of us...
City News
Dear Urban Diplomat: what should I do with my back-seat cab-driving boyfriend?
Dear Urban Diplomat, Every time I take a cab with my boyfriend, he guides our driver using the Waze app, which plots out the...
City News
Dear Urban Diplomat: should I worry about my daycare worker’s outburst?
Dear Urban Diplomat, Our experience with the staff at my son’s daycare has been very positive. But recently, I went to pick him...
Advertisement
City News
Dear Urban Diplomat: what should I do after accidentally sexting a co-worker?
Dear Urban Diplomat, Due to an iPhone autofill snafu, I accidentally sent a sexually explicit text message to a co-worker with the...
City News
Dear Urban Diplomat: should I have to pay for my neighbour’s tree maintenance?
Dear Urban Diplomat, There’s a huge maple tree in the backyard next to mine. Its branches spread over my yard, where they get...
City News
Dear Urban Diplomat: do I have to keep paying for my seat at a café?
Dear Urban Diplomat, At my local café, earbud-sporting caffeine junkies on laptops (of which I’m one) are as much a part of the...
Advertisement
City News
Dear Urban Diplomat: how do I stop my neighbours from covering my street with posters?
Dear Urban Diplomat, I live in a neighbourhood with an active homeowners’ association that posts notices for every imaginable...
City News
Dear Urban Diplomat: do I still have to donate to my ex-fiancée’s charity challenge?
Dear Urban Diplomat, My fiancée’s brother hit me up for his half-marathon charity challenge, and I agreed to donate a couple of...
City News
Dear Urban Diplomat: how do we keep our neighbours from hogging all the parking spots?
Dear Urban Diplomat, My wife and I live in the west end, where street parking is limited. There are two spaces in front of our...
Advertisement
City News
Dear Urban Diplomat: should I rat out my disability-scamming colleague?
Dear Urban Diplomat, I’m a teacher struggling to find full-time work. I recently got a job at a high school, but it only lasts...
City News
Dear Urban Diplomat: should we keep our kid away from his unvaccinated cousin?
Dear Urban Diplomat, My wife’s sister is a hard-core anti-vaxxer. We’re expecting in three weeks, and we don’t want her...
City News
Dear Urban Diplomat: how do we deal with a sneaky real estate agent?
Dear Urban Diplomat, We just sold our semi, and our agent pulled a sneaky move. We got two bids, one higher by about $40,000. Then...
Advertisement
City News
Dear Urban Diplomat: can I hate my fellow TTC riders for not giving up seats for me and my toddler?
Dear Urban Diplomat, I’m a young dad, and I take my 16-month-old son to and from daycare on the subway during rush hour. Is it...
City News
Dear Urban Diplomat: how can I convince my racist boss to hire a black sushi chef?
Dear Urban Diplomat, I manage a Japanese restaurant, and I recently interviewed a sushi chef who is insanely talented and happens...
City News
Dear Urban Diplomat: can I disobey the demands of sidewalk-hogging TV crews?
Dear Urban Diplomat, I work near Victoria and Adelaide, which is almost always occupied by TV crews. I can’t go anywhere without...
Advertisement
City News
Dear Urban Diplomat: what should I do about an annoying e-biker?
Dear Urban Diplomat, Every day on my commute along Eastern Avenue, this guy on an electric bike zooms past my car, sometimes in...
City News
Dear Urban Diplomat: how do we get our 15-year old son to delete his porn browsing history?
Dear Urban Diplomat, My son is a normal 15-year-old, so I wasn’t too disturbed to discover that he surfs porn on our...
City News
Dear Urban Diplomat: do we have to disclose our black-mould discovery?
Dear Urban Diplomat, My wife and I blew our budget on a detached home and during a minor reno found black mould in the...
Advertisement
City News
Dear Urban Diplomat: how do I get my Ford-hating coworkers to stop mocking me?
Dear Urban Diplomat, I’m a supporter of the Fords. When people badmouthed them at work, I stood up for them. Now that Tory’s...
City News
Dear Urban Diplomat: should I call the cops on my neighbour, the parking-permit cheat?
Dear Urban Diplomat, Two doors down from our semi, there’s an older—but able-bodied!—man who runs a contracting business...
<<
1
...
6
7
8
9
10
...
15
>>
Advertisement
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