Fall is quickly approaching, and the promise of cozy dressing is too good to ignore. And as a former Southern California native turned New York transplant, I’d be remiss to skip my chance at seasonal styling.

Typically, my autumn lineup consists of chunky knit sweaters, color-blocked scarfs, and sleek leather boots, fit for cameos in You’ve Got Mail and When Harry Met Sally. They’re key closet separates, defining fall fashion year after year. However, I’m looking to spice up my collection, integrating fresh styles and unexpected combinations (think barn jackets alongside ballerina sneakers).