1. Create a Pinterest board and pin some looks you like. This will help you get a general sense of what style you are into (here are some boards that I made for reference, first 9 are all menswear related: https://www.pinterest.com/SupreetChahal/)
2. Make a list of what you need based off the looks you pinned. For the modern guy look, your list will most likely consist of: jeans, button ups, chinos, t-shirts, polos, shorts, street shoes, dressier shoes; Fall/Winter or SF year round: sweaters, sweatshirts, jackets, boots
3. Pick a color palette so you can mix and match your clothes. Your jeans and jackets will be neutral colors (navy, green, black etc.), but your shirts can have more color
4. Make sure things fit you nicely (nothing worse than a guy wearing something too tight or too loose). Some stores offer free hemming for pants, take advantage!
5. Find a good tailor (especially important for guys on the shorter side)
If this all seems like it’s not worth your time, check Yelp for a Fashion Stylist/Image Consultant. We’ll build you a wardrobe in a couple of hours and make sure you spend wisely. Most of my clients hate wasting time shopping, so I set up a change room full of outfits for them and all they do is try them on and buy what they love. Shameless plug, but if you want to read more about the process, check it out: www.stylebysupreet.com
Hope this was helpful!