I’m weirdly obsessive about the Twitter account @dieworkwear and their opinions on clothes as of late. Might be a place to start, but I feel very similar about not being able to find good online spaces talking about this. https://x.com/dieworkwear/status/1642695603812720643 Personally I feel like I have perfected my business casual attire over the past years, with tailored button-downs and blazers over an array of blue/brown/beige/gray pants. But I’m bored of its inoffensiveness. Since I now also care less about what others think of my clothes, I have set a soft goal of wanting to get better at looking stylish and sharp instead of the corporate wardrobe equivalent of a decent potato salad. So in the past week I bought three flannel shirts that I absolutely love, but are from a style of fashion that is a bit out of my comfort range.