Note that "Canada" is not a simple singular viewpoint. there is probably no "best" approach that perfectly satisfies all parties. Even more so, "Trump" isn't a coherent agent that can be modeled simply.
Some basics that I'd use to suggest a path:
Most of this points to: don't negotiate or retaliate, just announce that Canada continues to seek free trade, and sees the value to Canadian citizens of trade with all nations. Trump is within his rights to punish the US Citizens with high duties, but Canadians don't see the point and intend to maintain low duties and easy trade.
I agree entirely with this comment. I would like to add that at the same time as doing what Dagon suggests, Canada should seek to strengthen trade agreements with other countries, especially those who are also affected by President Trump's trade policies (like Brazil).
No need to be very public about this, just do it. It will be help soften the blow from President Trump's protectionist policies.
What’s the wisest way for Canada to negotiate with Trump-era tariffs and why? I’d like to hear from folks with a background in economics, game theory, or negotiation strategy.