Hillman Rewind Podcast By Ray "DJ Diggy" Andrews & Nichole Ross cover art

Hillman Rewind

Hillman Rewind

By: Ray "DJ Diggy" Andrews & Nichole Ross
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About this listen

Hillman Rewind is your backstage pass to the culture, lessons, and legacy of A Different World. Hosted by HBCU alums Ray (DJ Diggy) and Nichole—who both walked the same campus where the iconic show was filmed—we take a nostalgic yet engaging look at every episode, bringing the laughs, the memories, and real talk about why this show still matters today.

As 80s babies raised on A Different World, we’re bringing our personal experiences, Black college pride, and cultural insight to every discussion. From Ron’s antics to Whitley’s evolution, from Dwayne and Freddie’s academic grind to the real-world issues the show tackled, we’re unpacking it all. Whether you’ve been rocking with Hillman since day one or just now stepping on campus, this is your space to celebrate and critique one of the most impactful shows in Black television history.

So pull up, press play, and join us as we rewind back to Hillman!

2025 Art
Episodes
  • Episode 17: Howard University

    Episode 17: Howard University
    Jun 29 2025

    Episode 17: Howard University

    Title: Campaign Trails & Crowned Expectations

    In this empowering episode of Hillman Rewind, Nichole and DJ Diggy unpack the brilliance and awkwardness of Dwayne Wayne running for Miss Hillman. They explore how the episode hilariously but thoughtfully challenged gender roles, pushed back on sexist expectations, and highlighted how we all seek validation—especially from family. Tune in for an episode full of crown-worthy reflections, parental pressure, and college campaigns done the Hillman way.

    🎓 Hillman Homework: What titles or roles have you pursued, and how did gender or expectations shape your experience? Share your story and tag us with #HillmanHomework!
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    39 mins
  • Episode 16: Texas Southern University

    Episode 16: Texas Southern University
    Jun 22 2025

    Episode 16: Texas Southern University

    Title: “Center Stage & Complicated Feelings”

    In this episode of Hillman Rewind, DJ Diggy and Nichole break down what happens when art, attraction, and ambition collide. Maggie steps into the director’s chair, Whitley and Denise compete for the spotlight (and a charming co-star), and things get messy both on and off the stage. We talk about student leadership in the arts, navigating jealousy in friendships, and those college moments that make you step up and stand out.

    🎓 Hillman Homework: Share a time you stepped into the spotlight #HillmanHomework
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    38 mins
  • Episode 15: Wiley College

    Episode 15: Wiley College
    Jun 15 2025

    Episode 15: Wiley College

    Title: Crush Codes & Critiques

    This week on Hillman Rewind, Nichole and DJ Diggy spin the dial back to the days of college radio, secret crushes, and bad love advice. As Dwayne hosts a live relationship talk show on campus, everyone’s caught up in the drama—from mystery admirers to embarrassing confessions. We break down what it means to really give or receive advice about love in college, how vulnerability shows up in unexpected places, and why sometimes, talking it out on-air might not be the best idea.

    🎓 Hillman Homework: Tell us: What’s the best (or worst!) college love advice you ever gave or received? Did it help or totally backfire? → Drop it in the comments or tag us using #HillmanHomework!
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    51 mins
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