The Almanac of Rap

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...

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...

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...

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...

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...

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...

This week on The Almanac of Rap, Donwill sits down with Emmy Award-winning actor and recording artist Jharrel Jerome for a conversation about hip-hop, storytelling, acting, and the journey toward embracing music publicly. Known for acclaimed performances in Moonlight, When They See Us, and Unstoppable, Jharrel opens up about why rap was actually his first love long before acting entered the pictur...

This week on The Almanac of Rap, Donwill sits down with culture critic, SiriusXM host, and Black People Love Paramore creator Sequoia Holmes for a hilarious and insightful conversation about Black alternative culture, pop punk nostalgia, Disney Channel, Nickelodeon, and the unexpected intersections between rap and rock music. Sequoia reflects on growing up as a Black Paramore fan during the emo er...

This week on The Almanac of Rap, Donwill sits down with Queens lyricist Grafh to talk about battle rap, mixtape culture, lyricism, and surviving the music industry on his own terms. Grafh reflects on discovering rap through Nas’ Illmatic, studying rhyme patterns with a dictionary, and developing the intricate writing style that would later make him a respected “rapper’s rapper.” The conversation e...

Before hip-hop became a billion-dollar industry, it was a living culture being built in clubs, parks, train yards, and downtown art spaces across New York City. This week on The Almanac of Rap, Donwill sits down with writer, filmmaker, musician, and Graffiti Rock creator Michael Holman to unpack the early days of hip-hop culture and the movement that brought its four elements to a national audienc...

What if the “Purple Tape” was green? Does Polo Ralph Lauren and Clarks’ Wallabees owe Wu-Tang residuals for teaching an entire generation how to rock each brand? And how did Raekwon navigate dropping his solo album AFTER standout projects from both Meth and Ghost? This week on the Almanac of Rap, Donwill sits down with Wu-Tang Clan founding member and future Rock & Roll Hall of Fame inductee, Raek...

On this week’s Almanac of Rap mini-sode, Donwill hits the hotline and the callers come through with takes on the new Michael Jackson biopic, favorite women in hip-hop, and an unexpectedly serious debate about who has the best hair in rap (yes, there’s a running list). Along the way, listeners put Don onto hidden gems old and new, proving once again that rap’s best discoveries often come from the c...

In this episode of The Almanac of Rap, Donwill sits down with Blueprint, rapper, producer, author, founder of Weightless Records, and co-host of the Super Duty Tough Work podcast. The two Ohio natives dive into Blueprint’s creative process, from choosing between producing and rapping to knowing when it’s time to make an album. Blueprint shares the journey of the independent grind, the evolution of...

In today’s Almanac of Rap minisode, Donwill takes a moment in between tour stops to ask listeners about formative hip hop moments, the four (or five) pillars of hip hop, and he takes a moment to share two standout emcees Salimata and Kelly Moonstone.  Join the conversation by calling 1-877-DONWILL (366-9455). You got a burning hip hop question? A comment about a past episode? A gushing compliment...

Grammy-winning producer and Outkast dj, Mr. DJ shares his journey from discovering djing in Texas to becoming a key figure in Atlanta's hip hop scene. This week on the Almanac of Rap, he and Donwill discuss his early work with Organized Noise, his role in producing iconic Outkast tracks like "Miss Jackson" and "B.O.B.", and the formation of Earth Tone 3. Mr. DJ shares the evolution of Outkast's so...

In today’s Almanac of Rap minisode, Donwill takes a moment in between tour stops to ask listeners what albums (or artists) are CRIMINALLY UNDERRATED. Who did we miss?  Join the conversation by calling 1-877-DONWILL (366-9455). You got a burning hip hop question? A comment about a past episode? A gushing compliment that you didn’t want to leave on the Youtube channel? Call us up and leave a message...

🤳🏾 Got a question, comment or compliment? Leave a message today at 1-877-DONWILL (366-9455) It might just end up in an episode!🎙️ What happens when a legendary MC takes hip-hop from the booth to the stage? This week on The Almanac of Rap, Donwill sits down with Masta Ace to explore the intersection of hip-hop and musical theater and what it takes to bring rap storytelling to Broadway. From his d...

🤳🏾 Got a question, comment or compliment? Leave a message today at 1-877-DONWILL (366-9455) It might just end up in an episode!🎙️ Few sounds in hip-hop are as poignant, or as influential, as the gritty production that came out of Queensbridge in the ‘90s.  This week on The Almanac of Rap, Donwill sits down with Havoc, producer, rapper, and one half of Mobb Deep, to break down the sonic blueprint...

Religion has always had a place in hip-hop, from ‘god-body’ flows to references of the “third eye” and quoting Surahs; but what happens when you sit down with an actual Buddhist rapper? This week on The Almanac of Rap, Donwill is joined by rapper, author, and practitioner Born I to explore the long-standing (and often misunderstood) relationship between Buddhism and hip-hop culture. From reference...

This week on The Almanac of Rap, Donwill is joined by hip-hop legend Bun B for a deep conversation on the evolution of Southern rap, the cultural impact of UGK, and how Texas carved out its own lane in hip-hop history.  From Port Arthur to global stages, Bun B reflects on building UGK alongside Pimp C, navigating regional bias in the early days of hip-hop, and the slow but undeniable rise of the S...

📢 Special Announcement 📢 Want to join Donwill for a live recording of The Almanac of Rap in NYC?Click here to request an invite. (Limited capacity. Invite only.)On Air Fest, Soho House, and Okayplayer have joined forces for a special live episode of the Almanac of Rap featuring Regan Sommer McCoy, Chief Curator of the Mixtape Museum on March 24, 2026 at 5:30pm. Join Donwill and Regan at Ludlow H...

In this episode of The Almanac of Rap, Donwill sits down with 9th Wonder, Grammy-winning producer, Jamla Records founder, Little Brother co-founder, and college professor, alongside rising North Carolina MC Reuben Vincent, one of the sharpest young lyricists in the game.  Together they unpack: The legacy of North Carolina hip-hop9th Wonder’s journey from producer to professor Discovering Reuben Vi...

What does a beat sound like when it… sounds expensive?  In this episode of The Almanac of Rap, Donwill sits down with legendary Seattle producer Jake One, the mind behind records for MF DOOM, Freddie Gibbs, Rick Ross, J. Cole, Freeway, Snoop Dogg, Brother Ali, Tuxedo, and even the iconic John Cena theme.  Together they unpack one of the most important shifts in modern hip-hop production: the rise...

What do the Cupid Shuffle, Electric Slide, Cha Cha Slide, Swag Surf, and The Wobble all have in common?  They move the culture.  In this episode of The Almanac of Rap, Donwill sits down with Cupid, six-time platinum recording artist, Guinness World Record holder, and officially proclaimed “Line Dance King of the World.”  If you’ve ever heard “Down, down, do your dance…” at a wedding, cookout, HBCU...

For our season finale we talk to Lupe Fiasco about his concept albums, his work with MIT, Yale and Google and history in martial arts. We also talk about the many supergroups he’s started and get a status update on if they are active or dormant. Lupe Fiasco is a grammy award winning rapper who has found a voice outside the booth by teaching classes about rap at MIT and working with Google’s large...