Anthony Milton is a freelance journalist based in Toronto specializing in long-form magazine writing. A former strategy consultant, his business journalism has included deep dives into the Canadian online gambling industry and the collapse of the Hudson's Bay Company. His work has also appeared in Maclean’s, Toronto Life, Canadian Business, Ricochet, TVO, the Trillium, and more.

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Tech

The EU comes for doomscrolling

Plus: jobs jump in June, and Mark Carney tiptoes into Saudi Arabia.

Anthony Milton

3 min read

Money

Rogers' $4.35 billion sports deal – then the layoffs began

Plus: The World Cup isn't translating into dollars for Canada, and Air Canada has a new CEO with a specific skill.

Anthony Milton

3 min read

Aces from all four playing card suits are displayed on a computer screen

Tech Money

Canada's gambling tax rules are still a total mess

Win $9 million playing poker and owe nothing; win $2 million and get a tax bill. What's the difference? Courts are still figuring that out.

Anthony Milton

5 min read

Red For Sale sign in foreground, yellow house blurred in background

Culture

What if Canadians just... let go of the homeownership dream?

For generations, the Canadian dream has been to buy a house of one's own, but in 2026 the reality is about as bleak as it's ever been when it comes to purchasing affordable real estate.

Anthony Milton

6 min read

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Anthony Milton

Plus: jobs jump in June, and Mark Carney tiptoes into Saudi Arabia.

Plus: The World Cup isn't translating into dollars for Canada, and Air Canada has a new CEO with a specific skill.

Win $9 million playing poker and owe nothing; win $2 million and get a tax bill. What's the difference? Courts are still figuring that out.

For generations, the Canadian dream has been to buy a house of one's own, but in 2026 the reality is about as bleak as it's ever been when it comes to purchasing affordable real estate.

Get the internet's best financial newsletter
(we checked)