Mika Kol and I ended up on the roof of the financial district’s Chick-fil-A. If you’ve never been, the restaurant spans five floors and offers a view of Fulton Street’s stone office buildings and the businesspeople who rush in and out of them. It’s one of Kol’s favorite spots in Manhattan.

As Kol, 23, puts it in her Instagram bio, she’s a “member of the merchant class.” She sells vintage clothes on the fashion platform Depop (her handle: @trustfundgoth). While Depop is often described as Gen Z’s alternative to resale places such as eBay, Etsy, and Poshmark, it’s actually more like a social-media app. Sellers have a personal page, reminiscent of an Instagram account, where they post photos of clothes and accompanying captions peppered with buzzwords meant to optimize search engines.