Canada Goose lost its durability years ago. Wouldn't touch it with a barge pole now. Arcteryx or Carhart would be my recommendations. Very expensive, but they last with care, IMO. Columbia and this other brand that sounds like taragon are good, too.
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I'd say a decent dress shirt should start at around $35-50. Anything past $100 and it had better be made of pure silk or something equally expensive and fine, like cashmere and the finest cotton on the planet.
Also, Brooks Brothers today is not the Brooks Brothers you and I wore in our youth. It's cheapened out over time and just isn't as good as it was then. The only thing that's improved with time in our lives is beer and cars. Which is a win for me, personally.