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From 8-bit roots to IT leadership—real talk on tech, careers, and today’s trends. Hosted by a lifelong technologist who started with a TI-99/4A and built a career across startups, Fortune 100s, and PE-backed firms. Each episode blends personal insights with honest takes on AI, cloud, cybersecurity, and more. Whether you’re starting out or scaling up, you’ll get clear, grounded advice from someone who’s lived it.
Canada’s proposed Digital Services Tax (DST) aimed to make tech giants like Google, Facebook, and Amazon pay their fair share. However, after the U.S. issued trade threats and political pressure, Canada backed down, scrapping the tax before it ever took effect entirely.
In this episode, I break down:
What the DST was and how it worked
Why did Canada introduce it in the first place
The risks, criticisms, and U.S. retaliation that followed
Why the UK is standing firm while Canada backed down
And my take on a better approach to ensure tech giants contribute fairly without hurting Canadian businesses and startups
💡 Bottom line: If we want to strengthen Canada’s digital future, is taxing it the solution, or is there a more innovative way to empower it?