Conway The Machine Opens The OTIS Era With “Diggwutumsayn!”
Buffalo, stand up. Conway The Machine has officially opened his next album era. “Diggwutumsayn!,” the first single from his upcoming album OTIS, arrived Friday, October 30 through Drumwork Music Group with Roc Nation Distribution — and it is a statement of intent.

Produced by Daringer, the Griselda camp’s architect of dusty, menacing loops, the three-minute-and-42-second record makes no concessions: no hook built for radio, just bars delivered with the confidence of a rapper who assumes you already speak the language. The single lands with a cinematic official video directed by Marques Mosley, and it follows his deeply personal single “2012” from just weeks earlier.
OTIS — short for “Often Times I Suffer,” per early coverage — is reportedly due November 20, 2026. Early reports describe an 11-track album; treat the guest lists circulating online as provisional until Conway’s team publishes the final tracklist.
The verdict: the rollout has its first record, and it sounds like the Machine means business. Stream “Diggwutumsayn!” on all platforms, watch the official video, and check the ITSBIZKIT first-listen carousel on Instagram. OTIS lands November 20 — we will be back when it does.
Sources: Single, release date and distribution via Deezer and stupidDOPE. Production, video director, album title meaning and reported release date via stupidDOPE, HotNewHipHop and The Garnette Report. Review: ITSBIZKIT.