Chan began his career as a painter in Toronto in 2006, selling his first painting for $600, before studying the intersection of art and technology on a scholarship at the Art Institute of Chicago.⁵ In 2021 he released LeWitt Generator Generator on the platform Art Blocks, a generative reworking of Sol LeWitt's Wall Drawing #118 in which fifty randomly placed points are connected into algorithmically distorted walls.⁶ The following year he made his first video game work, Winslow Homer's Croquet Challenge (2022), in which a fun croquet game gradually reveals the sexism and prison labor sustaining the framework around it.^2,7

In The Boys of Summer (2023), a transmedia project about the quantified self, the commodification of data, and baseball,⁸ players begin a baseball management simulation that expands into a nutritional supplement scheme and a debt refinancing game, mirroring the number-driven systems of daily life.² In 2024, an edition of Digital Zones of Immaterial Pictorial Sensibility was shown in Christoph Büchel's “Monte di Pietà” at the Fondazione Prada for the Venice Biennale, alongside historical works by Marcel Duchamp, Joseph Beuys, and Andy Warhol that trace how faith and belief have been converted into financial value. Reflecting on Maurizio Cattelan's Comedian, which sold at Sotheby's for $6.2 million that November, Chan argued that the sale revealed a shared logic between conceptual art and cryptocurrency, tracing both back to Yves Klein's 1958 sale of “invisible artworks” in exchange for gold.⁹

In 2025 Chan returned to video games with the Zantar series—Zantar, Overture, Moonboi, and Ladyboss—shown together in “Insert Coin(s)” at Nguyen Wahed in New York during Frieze week. Playing as a gelatinous cube that earns a fictional cryptocurrency called BeBeCoin, viewers watch the game's camera slowly zoom out into a narrated story of exploited crypto miners, a device Chan developed as a reversal of Michael Snow's 1967 film Wavelength. An NFT edition of Zantar sold for $300,000, after which Chan made the game freely playable on his website, and DE SARTHE later showed the series at Frieze Seoul and West Bund Art & Design in Shanghai.¹