The Questionnaire: These CEOs are betting big on the future of online gambling – Toronto Life

Ontario recently legalized online gambling, so we asked three pioneering CEOs their favourite book, best gambling advice and guiltiest pleasure

Co-founder and CEO, Rivalry

First thing you do in the morning: Make breakfast for my two kids.If you could have one superpower: Unlimited energy and focus.Secret to success: Discipline.Favourite book: The Present Age: On the Death of Rebellion by Sren Kierkegaard.Coolest thing in your office: An English landscape painting by Alfred de Breanski, which I got from my wifes grandfather.Celebrity doppelganger: Novak Djokovic, the tennis player.Guilty pleasure: The rugelach from Grodzinski bakery in Thornhill.Favourite thing about Toronto: The energyits great for people trying to build things.Next big trip: Hopefully to Lake Como in the summer with my family.Role model: Lee Kuan Yew, the first prime minister of Singapore. He built the city-state like a scrappy start-up.Best gambling advice: Dont bet more than youre willing to lose.Death row meal: Sushi from Tachi, a small Japanese restaurant downtown.Poker, blackjack, other: Blackjack. Theres a beauty to the math of it.Best bet youve ever made: I bet $250 on a Formula 1 race last year. It paid out about $1,500.Sporting event on your bucket list: A Counter-Strike e-sports event in Poland.

Founding partner and CEO, Northstar Gaming

First thing you do in the morning: Go on the Peloton app.If you could have one superpower: Time travel.Secret to success: Hard work, commitment and collaboration.Favourite book: Steve Jobs by Walter Isaacson. I worked at Apple in my 20s.Coolest thing in your office: A miniature torch from the Vancouver Olympics.Celebrity doppelganger: Ryan Reynolds. I love Deadpool.Guilty pleasure: Ruffles sour cream and onion.Favourite thing about Toronto: The culture, diversity and friendliness.Next big trip: In June, Im going to a remote fishing lodge in Manitoba with my buddies from high school.Role model: My father, Milton. He had wonderful family values.Best gambling advice: Look at the data, give yourself the best chance to win.Death row meal: The Singapore noodles from Dynasty, a Chinese restaurant in Yorkville.Poker, blackjack, other: Blackjack. Its fun to interact with other players when youre at the table.Best bet youve ever made: I won $1,800 in one hand, playing at a blackjack table in Vegas.Sporting event on your bucket list: Id love to see a Formula 1 race in Brazil.

CEO, Pointsbet Canada

First thing you do in the morning: Go for a bike ride with the Donnybrook cycling club.If you could have one superpower: See into the future. It would have been nice to predict, and stop, the pandemic.Secret to success: Not thinking too much about trying to be successful.Favourite book: The Almanack of Naval Ravikant by Eric Jorgenson. Its about the angel investors journey to success.Coolest thing in your office: A curling jersey from Canadian champion Kerri Einarsons team.Celebrity doppelganger: Steve Carell. My sons are rabid fans of The Office.Guilty pleasure: Ketchup chips.Favourite thing about Toronto: Go five blocks in any direction and you feel like youre in a different city.Next big trip: A boat tour along the coast of Croatia, hopefully in 2023.Role model: My father, Gerald. He taught me the value of hard work.Best gambling advice: Bet within your limits.Death row meal: A peppercorn steak from Jacobs & Co.Poker, blackjack, other: Blackjack. Thats the one I can win at.Best bet youve ever made: I once turned $200 into $2,000 at a blackjack table in Vegas.Sporting event on your bucket list: A Super Bowl, somewhere warm.

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The Questionnaire: These CEOs are betting big on the future of online gambling - Toronto Life