Conway The Machine Announces OTIS and Releases “Diggwutumsayn!”
The Drumwork Music Group founder prepares an 11-track album featuring Wu-Tang Clan members, Kool G Rap, and an unexpected collaboration with Robby Takac.
Conway The Machine has built a career around the idea that an artist’s identity should become stronger with experience, not disappear beneath commercial expectations. His catalog has continued to expand through an approach that places detailed storytelling, technical ability, and creative control at the center of his work.
The Buffalo MC is now preparing OTIS, an 11-track album scheduled for November 20, 2026, through Drumwork Music Group. The title stands for Often Times I Suffer, suggesting another project that draws on the personal experiences behind Conway’s public reputation.
The album announcement is accompanied by “Diggwutumsayn!,” a new single produced by longtime collaborator Daringer. Released October 30, the track introduces the project with the kind of direct lyrical approach that has helped Conway maintain a distinctive position in contemporary Hip-Hop.
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The accompanying music video, directed by Marques Mosley, presents Conway in a sharply styled setting that reinforces the record’s assertive tone. It also serves as the opening visual statement for a release whose guest list crosses several generations of music.
Ghostface Killah, Raekwon, and Method Man are scheduled to appear on OTIS, alongside Kool G Rap, Flee Lord, Inkredible N.E.S., and Shots Almigh. Another notable contributor is Robby Takac of the Goo Goo Dolls, a fellow musician with roots in Buffalo.
That combination is especially interesting because it connects Conway’s established East Coast influences with collaborators whose backgrounds extend beyond traditional rap partnerships. The guest list suggests a project interested in preserving lyrical foundations while allowing room for unexpected musical relationships.
Production credits announced for the album include Daringer and Conductor Williams, two names closely associated with the detailed, atmosphere-driven sound that has helped shape Conway’s work.
Beyond the individual collaborations, OTIS represents another release under Conway’s Drumwork Music Group banner. His role as an artist and label leader has become an increasingly important part of his career, allowing him to develop his own catalog while supporting other performers.
That dual responsibility distinguishes his position in independent Hip-Hop. Conway is not simply preparing another album; he is continuing to develop a business structure around the creative identity that established his audience.
With “Diggwutumsayn!” available now and OTIS scheduled for November 20, Conway enters the final stretch of 2026 with another substantial release on the calendar.
