Chic and alluring, with intense romantic entanglements and intricate friendships, life takes a swift turn for Cloey when she’s unexpectedly pushed out of her comfort zone. Her dependency on others is challenged as her stable relationship with her boyfriend begins to fall apart, her childhood best friend prepares to leave town, and her father’s (Daniel Baldwin) financial support comes to an end. “City Baby” explores the relentless pursuit of bigger and better things—be it relationships, cities, or careers—while suggesting that sometimes what we already have is perfectly adequate. The film is peppered with appearances by Portland musicians like Stephen Malkmus of Pavement, features live performances by Glass Candy and Starfucker, and boasts a soundtrack filled with local talent, portraying a world where young adults navigate the complexities of life in a vibrant, youthful city.