START WITH A WARDROBE AUDIT
Be BRUTAL! You have to Marie Kondo the mess out of your closet. Be honest with yourself about how an item fits and the real probability of you wearing it more than once in a 6 month span. This can be so difficult! I can love the idea of an item so much that it's hung in my closet for years having never been worn. You gotta rehome those pieces. There are so many ways now to keep your beloved clothes from the dumpster. Find someone with similar style that you would love to see share in the joy of your favored items. Second hand consignment shops are everywhere now. See if you can earn some $$$ for the pieces you need to replace in your wardrobe.
UNDERSTAND YOUR STYLE
You've gone through the emotional roller coaster of the Audit. Now what? Now it's time to try and define your style. Don't panic! This doesn't mean that you have to be one thing (minimal, bohemian, city, etc) It means that you need to think about the items you love and wear the most.