Bosker introduces her ambitious plan to penetrate what artists call “the machine”—the intricate ecosystem of genius, wealth, and passion that comprises the New York art world. She aims to develop a sophisticated understanding of art by working at an influential gallery, believing this immersion will offer insight into how galleries connect with artists, collectors, and museums.

Despite possessing what her friend deemed an ideal demeanor for gallery work, Bosker’s initial attempts to enter the art world prove unsuccessful. Her earnest approaches to gallery professionals in Brooklyn’s avant-garde scene are met with skepticism, with some even labeling her a spy. The competitive nature of the industry becomes apparent when she learns that even unpaid positions attract hundreds of applications.

A breakthrough occurs when Bosker receives an invitation from Jack Barrett, the owner of 315 Gallery in downtown Brooklyn. Barrett’s gallery, though not widely known, has earned respect for providing emerging artists their first exhibition opportunities in New York City. During their initial meeting in August, Barrett, a fashionable gallerist just under 30, shares his extensive knowledge of the art world’s mechanics.

Barrett explains crucial aspects of the gallery business: Installation pieces present greater sales challenges than photographs, which in turn are more difficult to sell than paintings.