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Jennifer Keesmaat
Real Estate News
Future City: An optimist’s guide to the green, affordable, Jetsonesque near-future of Toronto real estate
Featuring net-zero buildings, car-free neighbourhoods, rooftop farms and smart-home everything
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City News
The no-politics mayoral candidate questionnaire: John Tory vs. Jennifer Keesmaat
If you can't decide which way to vote based on policy, let personality be your guide
City News
The biggest campaign promises made by John Tory and Jennifer Keesmaat
The two leading candidates for mayor have made many pledges to voters. Here are some of them
City News
Q&A: Mayoral contender Jennifer Keesmaat on her plan to oust John Tory
And why, after leaving city hall in frustration, she wants to go back
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City News
Toronto’s 50 Most Influential: #9, Jennifer Keesmaat
The chief planner
City News
Q&A: Chief city planner Jennifer Keesmaat, who wants build a “Central Park” for downtown
On how Rail Deck Park will be funded, and whether the name could be in for a change
City News
Toronto’s 50 Most Influential: #8, Jennifer Keesmaat
Keesmaat is Toronto's defiant, outspoken chief planner
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TL Events
Toronto Life
celebrates the most influential Torontonians of 2015 at an exclusive cocktail reception
Pictures from
Toronto Life
's Most Influential event at the Four Seasons
City News
Troublemaker: Why Jennifer Keesmaat may be exactly what Toronto needs right now
The Frederick G. Gardiner Expressway runs for 18 kilometres. From the sky, it’s a snaking schism dividing the waterfront from...
City News
Toronto’s 50 Most Influential: the people who changed the city in 2014
It’s been a big year in the corridors of power, with an infusion of ambitious new leaders in the city’s most influential...
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Sit in on a smart, pre-election discussion with Toronto’s chief planner
It’s election month in Toronto and, naturally, there are plenty of people talking about the future of this city. Much like...
City News
Scarborough’s subway hopes just got slightly more remote
Considering all the political chicanery that went into getting Scarborough's subway extension approved in the first place, it's...
City News
The 50 Most Influential People in Toronto: who really runs this city?
You know you live in interesting times when the chief of police is the most powerful person in town. What propelled Chief Blair to...
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City News
SLIDESHOW: Boardroom bigshots, gossip gurus and civic leaders at Toronto Life’s bash for the city’s most influential people
Powerful Torontonians descended on the Ritz-Carlton last night to see Toronto Life unveil its 2013 ranking of the city’s 50 Most...
City News
Q&A: Toronto’s chief planner Jennifer Keesmaat on public transit,
The Voice
and taking a pay cut
You left a rather prosperous job as a partner at a private firm six months ago to become Toronto’s chief planner, and you took a...
City News
Roberta Bondar, Jamie Kennedy and seven others discuss The Art of the City at the latest Walrus Talk
Last week at the AGO, the Walrus Foundation convened nine prominent Torontonians— Midnight’s Children director Deepha...
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Real Estate News
Toronto’s new chief planner thinks Rob Ford is “interesting”
Jennifer Keesmaat, a principal at Toronto design firm Dialog, is the city’s new chief planner—and she says she wants to focus...
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Private School Guide
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