As I said last year, it helps me to think about essentials as the items that are so prevalent in my closet that I could get dressed in the dark and would land on at least 1 if not a full outfit. (Also the area I have the hardest time purging b/c I know I will wear each of these items)
My essentials for 2020:
V-neck solid color sweater - cotton for summer, wool or cashmere for winter
V-neck sleeveless tops for layering
Stripe knit tops
Navy toppers - blazer or cardigan style
Navy Suit - blazer and pants
Jeans - dark wash or white, straight or cropped flare
Ballet flats
Low profile tennis shoes
2.5" leather pumps
Delicate gold necklaces or earrings