Long hours, combative colleagues and mean tweets for days: running Toronto is brutal work. The past two mayors left in ignominy. Why, then, is the slate of contenders longer than the line to eat at Alo? A record 102 candidates know that the city is on the verge of delivering huge, legacy-entrenching projects: thousands of affordable new homes, several new transit lines and the 2026 World Cup to cap it all off. If everything goes to plan, Toronto’s next mayor will get credit for lifting the city out of the pandemic and into a more hopeful future.
But, first, candidates have the daunting task of setting themselves apart from the crowd. For voters who can’t make up their minds based on hot-button issues like TTC safety, affordable housing and the future of Ontario Place, we present the ultimate tiebreaker: a questionnaire in which the front runners give answers on just about every topic other than politics—the theory being that, if their policies haven’t convinced voters, perhaps their personalities will.
Name: Josh Matlow
Age: 47
Neighbourhood: Midtown
Last job: Toronto city councillor
My most impressive trait: Compassion
My least impressive trait: Impatience
The last time I experienced joy: This morning, when my 10-year-old daughter, Molly, got out of bed, gave me a big hug and said, “I love you.” Then she convinced me to buy her some Robux, a video game currency.
My biggest vice: Coffee
My coffee order: Black
The fast food item I could survive on for the rest of my life: Fries
How much I usually tip: 20 per cent
The last book I read: The Tiny Perfect Mayor by Jon Caulfield
The last show I binged: The Wire, then Stranger Things. I don’t watch much TV, so I have a lot to catch up on.
The last concert I went to: Jay Douglas in Little Jamaica
A slightly embarrassing fact no one knows about me: My campaign team and my family have had to intervene when it comes to some of my fashion choices.
What a bad day looks like for me: When someone I care about is sad or unwell
My first job: I delivered the Toronto Star as a kid.
My biggest pet peeve: My pet peeve is being asked what my pet peeve is.
My celebrity doppelgänger: Obviously a younger Tom Cruise. But many people have suggested either Ben Stiller or Adam Sandler.
My favourite curse word: @#$%&!
My last splurge: AirPods
My biggest regret: I didn’t recognize how important it is to be fully present with family before my mom died and my father’s Alzheimer’s worsened years ago. Those experiences made me much more intentional about the time I have with my wife, our daughter and our friends.
What I’d like written on my tombstone: I’ll leave that to those who are more objective than I am. But I certainly hope to leave this world far better than I found it.
Car, bike or TTC: All three, but I walk a lot too
Raptors, Jays, Leafs, TFC or Argos: Yes!
My favourite watering hole: During an election, I cherish every second I get to spend at home.
The best view of the city: From the Toronto Islands
The Torontonian I’d most like to spend a day with: My wife and best friend, Melissa. I also love daddy-daughter adventures with Molly.
Where I would live if not Toronto: Somewhere surrounded by forests, lakes, a starry night sky and the sounds of nature
NEVER MISS A TORONTO LIFE STORY
Sign up for This City, our free newsletter about everything that matters right now in Toronto politics, sports, business, culture, society and more.