Donwill/Okayplayer

The Almanac of Rap

Music EN ↓ 76 episodes

The Almanac of Rap is a two-time Webby Award-winning show that examines trends in hip hop and their impact over time...and it's way more fun than that description makes it sound. Each week, our host Donwill asks a question, presents a theory and finds a guest to come to some sort of consensus about it. Simply put, it’s a show about rap, by a rapper who loves rap music. Follow Donwill's Substack: https://workingcreatively.substack.com/

Be sure to visit the podcast's website and support the creator: www.donwill.me

Author

Donwill/Okayplayer

Category

Music

Podcast website

www.donwill.me

Latest episode

Nov 12, 2026

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Episodes

Black Moon feat Da Beatminerz 12.11.2026

On this episode of The Almanac of Rap, Donwill sits down with legendary Brooklyn production duo and brothers Evil Dee and Mr. Walt, collectively known as Da Beatminerz, for a deep dive into the people, places, and production techniques that helped define East Coast hip-hop in the 1990s.  From their earliest days DJing and digging for records in New York to crafting the unmistakable sound of B...

AOR Mini: Luther Vandross, Jack Herrera and Jon B 10.11.2026

Pre-order Donwill & The Expert's new album ⁠EXPERTISE ⁠(HipNOTT Records). Digital album releases November 13, 2026, limited edition 12" vinyl ships on or around December 31, 2026.  Jon B. returns to The Almanac of Rap for a special bonus episode to share his musical obsessions, unexpected collaborations, and creative detours that helped shape his career. From the Roland TR-505 and TR-808 soun...

Cool Relax feat Jon B 05.11.2026

Before Jon B. became one of the defining voices of '90s R&B, he was a kid surrounded by records, instruments, and a family of classically trained musicians. In this episode of the Almanac of Rap, the singer, songwriter, and producer traces his journey from teaching himself piano and drums to meeting Babyface and Tracey Edmonds, signing his first record deal, and releasing his debut album Bonafide....

Leap Life feat Saul Williams 29.10.2026

What happens when an artist refuses to separate creativity from revolution? Poet, musician, actor, filmmaker, and cultural provocateur Saul Williams joins Donwill for an expansive conversation about Leap Life, his first solo studio album in seven years, and Songs My Mother Taught Me, a new nonfiction book examining the experiences and ideas that shaped his political consciousness. Working alongsid...

A Wu Tang Fable feat RZA 22.10.2026

What happens when one of hip-hop's most elusive albums becomes the subject of a Netflix documentary? RZA, the visionary producer, filmmaker, and founding architect of the Wu-Tang Clan, joins Donwill to discuss The Disciple: A Wu-Tang Fable, the new documentary chronicling the extraordinary journey of Once Upon a Time in Shaolin. Created as a single-copy work of art, the album became a multimillion...

Digable Planets feat Butterfly and Doodlebug 15.10.2026

Digable Planets helped redefine the possibilities of hip-hop in the early 1990s, blending jazz, funk, political consciousness, and a distinctly cosmic sensibility into a sound that resisted easy categorization. More than three decades later, Ishmael Butler (Butterfly) and Craig Irving (Doodlebug) join Donwill backstage at Brooklyn Bowl to revisit the group's unlikely beginnings, from three artists...

Blowout Comb feat Ladybug Mecca 08.10.2026

Before Digable Planets helped redefine the sound of alternative hip-hop, Ladybug Mecca was a young artist absorbing Brazilian music, jazz, and the rhythms of her family's home. Three decades after Blowout Comb became a cornerstone of jazz-inflected hip-hop, the pioneering MC joins Donwill to discuss her latest chapter as a recipient of Harvard University's Nasir Jones Hip-Hop Fellowship. Her resea...

Blow the Whistle feat. Too $hort 01.10.2026

Did you know that the Almanac of Rap is up for 3 Signal Awards? Vote for Donwill today, click the links below and let your voice be heard 🏆🏆🏆: Type Beats feat Jake One| The Almanac of Rap in the Genre - Conversation Starter Category Official Listing Rap Snacks feat Bun B| The Almanac of Rap in the Genre - Music Category Official Listing Rap Snacks feat Bun B| The Almanac of Rap in the Video Pod...

Rock Steady feat Ken Swift 24.09.2026

Before breaking became a global industry, and long before it became an Olympic event, Ken Swift was helping define what the dance could be. A longtime Rock Steady Crew member and one of the form’s most important second-generation B-boys, Swift joins Donwill on The Almanac of Rap to revisit the late-’70s and early-’80s New York scene where DJs, concrete floors, gymnasiums and neighborhood crews tur...

Precious Cargo feat Maiya the Don 17.09.2026

Maiya the Don spent three years figuring out what she actually wanted to say. After Hot Commodity introduced a Brooklyn rapper capable of moving between drill, pop and straight-up bars, touring with Flo Milli and building an audience that first knew her as a beauty creator, Maiya found herself confronting a harder question: what does her music sound like when she's no longer trying to prove she ca...

Pan Amsterdam feat Leron Thomas 10.09.2026

Before Leron Thomas became the left-field rapper Pan Amsterdam, he was a Houston jazz prodigy sharing classrooms with Robert Glasper, touring with Bilal and building a reputation as a trumpeter willing to wander far outside jazz's borders. In this episode of The Almanac of Rap, Thomas traces that journey from Houston's High School for the Performing and Visual Arts to New York's jazz scene, and ex...

Skiddle Bandana feat La Reezy 03.09.2026

On this episode of The Almanac of Rap, Donwill heads south to explore the past, present and future of New Orleans hip-hop with rising rapper, producer and 2026 XXL Freshman La Reezy. La Reezy shares how filming run-and-gun videos around his hometown helped him build an audience outside Louisiana, how a viral streetcar performance caught PJ Morton’s attention, and why he considers himself a “leader...

Embers To Ashes feat Everlast 27.08.2026

On this episode of The Almanac of Rap, Donwill sits down with multi-platinum, Grammy Award-winning artist Everlast for a wide-ranging conversation about reinvention, longevity and a career that has consistently refused to stay inside one genre. Everlast reflects on returning to music with Embers to Ashes after nearly eight years, an album shaped by the pandemic, divorce, losing his home in the Woo...

AOR Throwback: Hip House ft Dave Gilles II 20.08.2026

On this throwback episode of The Almanac of Rap, Donwill sits down with Grammy Award-winning songwriter and Chicago native Dave Giles II for a deep dive into Hip House, Chicago house music and the city's evolving relationship with hip-hop. Dave, co-writer and producer of Beyonce’s hit song “Cozy” from her #1 album Renaissance, remembers growing up in a Chicago where house music wasn't a separate s...

Native Tongues feat The Jungle Brothers 14.08.2026

On this episode of The Almanac of Rap, Donwill sits down with hip-hop pioneers The Jungle Brothers to revisit the friendships, records and unlikely moments that helped shape one of rap's most influential eras. The Jungle Brothers take Don back to their teenage years, from high school talent shows and homemade cassette recordings to basement studios, legendary New York clubs and their earliest enco...

Chika Day feat CHIKA 06.08.2026

On this episode of The Almanac of Rap, Donwill sits down with GRAMMY-nominated rapper, singer, and actor CHIKA for one of the funniest and most wide-ranging conversations of the season. From going viral on Instagram and signing with Warner Records to launching her career during the COVID-19 pandemic, CHIKA reflects on the unexpected highs and difficult realities of becoming one of hip-hop's most c...

The Lean feat Durand Bernarr 30.07.2026

On this episode of The Almanac of Rap, Donwill sits down with Grammy Award-winning singer, songwriter, producer, and internet icon Durand Bernarr for a conversation that blends music history, creative identity, and plenty of laughs. From growing up in a household filled with instruments, vocal coaching, and Earth, Wind & Fire tour buses to becoming one of R&B's most distinctive voices, Durand refl...

AOR Throwback: DJ R-Tisitc 23.07.2026

On this throwback episode of The Almanac of Rap, Donwill revisits his conversation with DJ R-Tisitc, one of Los Angeles' most respected DJs and music curators. From his early days producing for The Game's Black Wall Street to becoming a sought-after DJ for artists including Stevie Wonder and Issa Rae, DJ R-Tisitc reflects on his unconventional path into DJing and how studying regional music scenes...

The BET Awards 2026 feat Rapsody, Slim Jxmmi, Miles Minnick, Salt and more. 16.07.2026

On this special episode of The Almanac of Rap, Donwill heads to Los Angeles for the BET Media House Experience, gathering an all-star lineup of artists, creators, executives, and media personalities to ask ONE question: What does winning an award actually mean? From rising stars visualizing their first BET Award to veterans reflecting on careers filled with accolades, this special episode captures...

Bits & Pieces Vol 1 feat Masta Ace, Michael Holman and Jake One 09.07.2026

On this special episode of The Almanac of Rap, Donwill opens the vault and shares some of the best conversations that didn't make the final edits of the first half of Season 4. From forgotten stories and extended interviews to behind-the-scenes insights, these bonus moments offer a deeper look at the people and ideas that continue to shape hip-hop culture. Hear Masta Ace reflect on New York City's...

AOR Mini: The Most "American" Moment in Hip Hop 07.07.2026

This week on a special minisode of The Almanac of Rap, Donwill is joined by Okayplayer's Audio Marketing Strategist and longtime collaborator Faybeo’n “LiKWUiD” Mickens for a behind-the-scenes conversation about the making of the recent Shaggy episode. Together, they unpack Shaggy's stories about military cadence, reggae's influence on hip-hop, and the origins of his unmistakable vocal style befor...

The Lottery feat Shaggy 02.07.2026

On this episode of The Almanac of Rap, Donwill sits down with Grammy Award-winning artist Shaggy for a wide-ranging conversation about building one of the most enduring careers in music, navigating the intersection of reggae and hip-hop. From his early days recording "Oh Carolina" while serving in the U.S. Marines, to the global success of "Boombastic," "Angel," and "It Wasn't Me," Shaggy reflects...

Indie Labels ft Awon and The Other Guys 25.06.2026

On this episode of The Almanac of Rap, Donwill sits down with Awon, and Joe Miles of The Other Guys for a conversation about independent hip-hop, running record labels, vinyl culture, and the realities of building sustainable careers outside the major label system. Awon is the founder of Don't Sleep Records, while Joe Miles runs HipNott Records, home to artists including Skyzoo, Tanya Morgan, and...

LA Beat Scene and Beyond feat Flying Lotus 18.06.2026

On this episode of The Almanac of Rap, Donwill sits down with visionary producer, filmmaker, label founder, and creative architect Flying Lotus for a wide-ranging conversation about music, film, creativity, and the art of world-building. From pioneering the Los Angeles beat scene and launching Brainfeeder Records to directing boundary-pushing films and secretly becoming Captain Murphy, Flying Lotu...

Mixtape Museum feat Regan Sommer McCoy 11.06.2026

For the first-ever live taping of The Almanac of Rap in New York City, Donwill welcomes archivist, researcher, and Mixtape Museum founder Regan Sommer McCoy for a deep dive into the history, culture, and future of mixtapes.  Recorded live at Ludlow House in partnership with On Air Presents, this special episode explores how cassette tapes transformed music sharing, why mixtapes became hip-hop's or...

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