Season 1 of The Envelope Roundtables premiered on November 26, 2019.

Season 2 of The Envelope Roundtables premiered on June 2, 2020.

Season 3 of The Envelope Roundtables premiered on January 19, 2021.

Season 4 of The Envelope Roundtables premiered on June 18, 2021.

Season 5 of The Envelope Roundtables premiered on December 15, 2021.

Season 6 of The Envelope Roundtables premiered on May 31, 2022.