The Almanac of Rap is a 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.

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Season 3 Recap

Meet the Host

Donwill
Donwill is a Brooklyn-based Webby award winning rapper who has parlayed his passion for music and writing into a wide array of opportunities. As a member of the rap groupTanya Morgan he has garnered critical acclaim with a string of impressive releases andmusic featured on Queen Sugar. As a solo act he has produced music for Last Week Tonight with John Oliver, ZIWE, Slate’s Slow Burn Podcast and Buzzfeed’s “AnotherRound” podcast to name a few. Donwill served as the Music Supervisor for Wyatt Cenac’s Problem Areas on HBO and as a music composer for several other shows.Donwill has DJ’ed for a host of clients including Brooklyn Bowl, Prospect Park Alliance,74 Events, Discovery Channel, Etsy, Soul Cycle, HBO, Flocabulary and Google. You can check out a few of his favorite mixes on his Mixcloud Page.

Comedy is something he is passionate about as well, and alongside Wyatt Cenac he plays host to Shouting at the Screen, an interactive event based around Blaxploitation cinema where the duo provides colorful commentary and encourages the crowd to chime in and play drinking games. He is also the DJ for Butterboy with Jo Firestone, Aparna Nancherla and Maeve Higgins. Adulting with Michelle Buteau and Jordan Carlos, NightTrain with Wyatt Cenac and Sasheer Zamata Party Time. At these particular shows he does more than simply DJ, he riffs alongside the comedians and bring as much personality to the show as the host does. He becomes a hybrid of what Ed McMahon was to Johnny Carson and what the Roots are to Jimmy Fallon.

Watch Season 3 of The Almanac of Rap on Youtube!

40 & Annoyed, presented by okayplayer, is a raw and relatable podcast celebrating Black culture and lived experiences. Host Dawn Montgomery and co-host Freddie B tackle the everyday annoyances that come with being 40, bringing humor, wisdom, and a dose of cultural realness. They unpack life’s frustrations, share personal stories, and explore healing, growth, and the complexities of Black life.

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Meet the Hosts

Dawn Montgomery
Dawn Montgomery, a native of Hattiesburg, Mississippi, has built a successful media career. After earning degrees from Mississippi Gulf Coast Community College and Oglethorpe University, she founded and later sold sports media company Fans Favorite Fan. Dawn co-hosted the Monuments to Me show and contributed to Peacock’s Brother from Another Show. She’s a vital Montgomery & Co. podcast team member and consults through her company, Montgomery Media Group. She resides in Decatur, Georgia, and is a mother of three.
Freddie B
Freddie B is a vibrant and dynamic host personality that brings energy to any program, live or virtual. He has been seen on BET, Cheddar, Monster Jam, HQ Sports Trivia and currently hosting The AM Show, a weekday morning show covering the entertainment world, tech, sports and much more. Being passionate about those subjects and his natural curious nature gives him a versatility that is unmatched. He wears several hats and can create entertaining dialogue with any personality in the room, whether it's interviews he's conducted with high-profile celebrities like Shaq, Dateline NBC's Chris Hanson, Deepak Chopra or Pusha T. Even a kid he pulls onto a stage from the crowd. Freddie’s professionalism, work ethic, improvisation and 'do what it takes' mentality make him a great partner and host on any program or event.

More wellness content onokayplayer

Wellness Wednesday
The culture doesn’t only rotate about music, art, and entertainment — mental and physical wellness are essential facets of Okayplayer’s lens of coverage. With our rapidly surging Wellness Wednesday content franchise, we shine a much-needed spotlight on the various artists, producers, community builders, and health providers on the frontlines of holistic wellbeing. Each Wednesday, we provide new and fresh takes on wellness with the intention of providing our readers with vetted and applicable information to help them live their best lives. This series also extends out to our Wellness Wednesday Newsletter sent out to 40,000 subscribers every week.
Pursuit of Happiness
The Pursuit of Happiness is Okayplayer’s new content series that dives into the mental health journeys of artists, exploring how they approach wellness in their own unique ways. Through candid interviews, the series offers a raw look at resilience and self-care, from Big Hit’s story of overcoming negativity while in prison, to GROOVY and N3WYRKLA’s strategies for maintaining positivity, and Erica Banks’ use of spirituality and online shopping as tools for mental health. With each installment, Pursuit of Happiness aims to inspire audiences to embrace their own paths to well-being. Sponsoring 40 & Annoyed gives you access to the Pursuit of Happiness series. It aligns your brand with meaningful content, but also provides direct access to a wellness-conscious readership, creating a seamless connection to your teletherapy services.

Let's Collaborate

"The Almanac of Rap" and "40 & Annoyed" by Okayplayer are more than just candid conversations—they are platforms for discussing wellness, mental health, and the importance of therapy in the Black community. With a focus on healing and growth, the podcast aligns with Okayplayer's commitment to wellness, including the Wellness Wednesdays newsletter and Pursuit of Happiness series. Our audience, largely comprised of high-earners (37% make $50-100K, 53% make over $100K), prioritizes well-being, with 56.18% having used formal mental health services and 13.48% utilizing mental health apps. This makes "The Almanac of Rap" and "40 & Annoyed" an ideal partner for teletherapy brands to connect with a health-focused, global audience clustered in urban centers.
Okayplayer Audience Stats
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Contact Justen Creppy at
justen@okayplayer.com for more info