Here are my essentials for Winter and Summer. Our Spring and Fall weather is fleeting so I didn't split them out on their own.

My essentials are minimal, I guess. Whatever isn't on this list must be a statement or a basic. Does that sound right?

Winter
Bootcut jeans
Turtleneck sweaters in grey or blue
Long sleeve tees in charcoal
Booties in grey or silver

Summer
Cropped pants in blue, grey, olive
Sleeveless tops in blue, grey, white
Casual sandals in grey or silver

For both:
Gold wedding ring
Silver hoop earrings
Large silver watch
Simple silver necklace
Crossbody bag in grey, blue or silver
Belt