[5][6] In January 2019, Chairish announced the acquisition of New York-based Dering Hall, an "online discovery platform" for contemporary furniture brands and interior designers.

[2] In January 2023, the company launched The Chairish Art Gallery, a brick-and-mortar retail experience within the New York luxury department store Bergdorf Goodman.

In March 2017, the company announced a new round of $8.5 million led by Altos Ventures with support from return investors OATV and Azure Capital Partners.

[13] In 2020, Chairish announced a round of Series B funding of $33 million led by Austin, Texas–based firm Tritium Partners.

[14] On March 9, 2017, the company launched an in-app augmented reality feature, designed to allow buyers to visualize items in the context of their own home.