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Streetside (also stylized as "STREETSIDE" and previously known as The Streetside Library) is an American bookstore, operated by Isaiah Dylan Clark via street vending, currently at 2036 Shattuck Avenue, on the northwest corner of Shattuck and Addison in Downtown Berkeley of the East Bay. The company was founded on October 1, 2022, outside of a homeless shelter Clark was then living in - a Covenant House in Oakland's Jack London Square - who originally credited homelessness as his major inspiration to start the business, his first, and deemed homeless people the primary demographic. Streetside's financial motto is "it's the thought that counts", aiming to critique capitalism and the Bay Area's responses to homelessness by offering the independently-produced literature at sliding scale, including for free. The company relies strictly on word of mouth for its popularity and success, notoriously refraining from any social media presence, although Clark has an individual, online presence on YouTube and SoundCloud.

In January of 2025, after moving from Covenant to another homeless shelter, in Berkeley, called Turning Point, Clark approached Berkeley's Half Price Books and was subsequently invited to operate their business inside, where they occupied the aforementioned address together and remained until the company sold and closed down such location in November. Since then, Clark has operated outside, accompanied by his music and live performance of associated poems, songs, and other writings.

As of June of 2026, Streetside has made approximately 7,000 sales.