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KNOWLEDGE CENTRE
The Outsiders Law Knowledge Centre equips business and non-profit
leaders with the essential insights.


I tried teaching ChatGPT the Canadian Income Tax Act. It failed miserably.
Last week, I was experimenting with ChatGPT for tax calculations and interpretations. Even with detailed prompts and guidance from someone who actually works in this space, the AI consistently stumbled on common Income Tax Act (Canada) (the “Income Tax Act”) provisions. If a machine trained on the entire Internet can't properly interpret our Canadian tax laws, what does that say about expecting ordinary Canadians to comply with them? Here’s my take on the current state of AI
Sebastian Elawny
Sep 11, 20252 min read


Stop putting lawyers on pedestals. Start putting clients first.
The legal profession's biggest problem isn't technology, regulation, or competition. It's ego. We've spent centuries building a profession based on exclusivity, complexity, and intellectual superiority. We call it "practicing law" as if we're still students, yet we expect clients to treat us like oracles. I see lawyers creating artificial barriers to make services seem more valuable. We use legal jargon to maintain information asymmetry (see what I did there?). We price based
Sebastian Elawny
Sep 4, 20251 min read
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