Looking for wardrobe recommendations

Here are some pictures of some outfits I tried today. Please see Looking for wardrobe recommendations below for the pics. I liked the red shirts and the black one. Looking for recommendations.

Budget: $300-$700 for winter and summer clothing.

Separately, up to $700 for a nice coat/jacket. I'm considering getting something like this.

I'd rather not buy second hand. I prefer brands like American Eagle. I'd happily explore new brands, though.
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