Last Updated December, 2017.
As with cooking, so with style. The more you invest in quality ingredients, the better your final product. Flavoring and pairings give personality, context and place. A chambray shirt and cardigan with a wool overcoat versus a white shirt and blue blazer with a wool overcoat; oven-roasted chicken versus chicken parmesan.
The maxim of “buy better, buy less” applies here. Match good taste with smart purchasing, and the two will coalesce naturally over a period of years. The winter wardrobe may be more of an investment monetarily — with big-ticket outerwear pieces — but it is fundamentally rooted in functional layering pieces that provide warmth and protection from the elements. To lay the baseline, we present the 30 best staples that are definitely worth the investment.
Shirts

Easyday Oxford Shirt by Drake’s $165
Denim Western Shirt by Kapital $250
Checked Flannel Shirt by Remi Relief $250
Gab Checked Cotton Shirt by Officine Generale $270