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 pay cut of more than 40 per cent in the process. Who does that?
I don’t know! Look: my friend died of cancer last year, at age 39. Gone. I know this sounds heavy, but I want every day to matter. I didn’t hate what I did, but I love what I’m doing now.
For a professional planner, you’ve got a surprisingly haphazard office. I count four paintings on the floor waiting to be hung. What’s the deal?
Oh no! I’m mortified, because I am actually extremely particular. I’ve got big dreams for this office, but I’m busy planning a city. The walls used to be yellow and there was bad art everywhere, so I painted everything white and ordered new furniture, and I don’t want to hang anything until it arrives.
You’re a big fan of bike lanes and walkable neighbourhoods, which can sometimes put you at odds with the mayor. Your husband played football against Ford in high school. Did that connection help break the ice?
It did. When I told him who I was married to, he said, “Oh, Tommy Freeman! He was big and fast!” My husband’s team won the Metro Bowl, and he was a starting rookie fullback at the University of Guelph. He was hard to miss if you were following football at the time.
Where did you two meet?
At Muskoka Woods summer camp. I was a basketball instructor; he was a waterski instructor. We got married 18 years ago. Today, he runs a company that sells products to five-star hotels—everything from lighting to art.


The spectacle at city hall has become a common obsession, even among people who never before cared much about municipal politics. It’s part comedy, party tragedy, and overall the weirdest show in town. The carnival-like atmosphere reached its apex when Rob Ford jumped on a giant scale and turned his weight problem into a public exhibit. David Miller, for better or for worse, was at least sensible enough to drop his extra pounds before discussing it with the world. In our cover story this month (“
Jack Layton, posthumously, has more influence over Canadian left-wing politics than any living person. When Nycole Turmel, the NDP’s interim chief, announced the date for the party’s March leadership convention, she said, “We will not replace Jack Layton,” the implication being that Layton is irreplaceable. And yet, the main leadership candidates appear to be trying their hardest to prove they can replace the irreplaceable. Brian Topp, the quintessential backroom operator, recently gained prominence as a member of Layton’s inner circle and the author of How We Almost Gave the Tories the Boot: The Inside Story Behind the Coalition. (Note to file: books with the word “almost” in the title are almost never worth reading.) Thomas Mulcair, the MP from Outremont, promotes himself as the creator of Layton’s strategy for taking Quebec, and therefore the most likely candidate to maintain that legacy-defining victory. Peggy Nash, MP for Parkdale–High Park, is the candidate most similar to Layton personally: an urbanist, supported by artists like Sarah Polley, and inspiring in a safe sort of way. (She wants to make Canada a global leader in innovation. Who doesn’t?)





