The company was founded by Bob and Harvey Weinstein in 2005.
The company's first release in 2005 was the crime thriller film Derailed (starring Jennifer Aniston, Vincent Cassel, and Clive Owen).
[1] In July 2018, the rights to its films were acquired by Lantern Entertainment.
[2] In 2019, Spyglass Media Group acquired the catalogue of Lantern Entertainment.
In 2021, Lionsgate acquired a nearly 20% stake in Spyglass in addition to the bulk of TWC's library, indicated by an asterisk (*).