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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
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Episodes
  • Episode 11: Florida A&M University
    May 4 2025

    Episode 11: Florida A&M University

    Title: Flirtation Flip: When the Game Gets Reversed

    This week, we dive into a rarely explored angle—what happens when a woman makes the first move, and the guy isn’t into it? Dwayne gets unexpectedly pursued by classmate Peggy, and instead of honesty, he leans on a lie to escape the situation. Denise steps in to defend his right to have boundaries, and we talk all about emotional consent, reversed gender roles, and why honesty (with grace) still matters. We also explore dating older women, personal space, and what sisterhood looks like when your friend is in an uncomfortable spot.

    🔁 We’re flipping the script—because vulnerability and boundaries aren’t just for one gender.

    🎓 Hillman Homework: Have you ever had to turn someone down—or been turned down—and what did you learn from that experience? Or, tell us about a time you or a friend caught feelings for someone older. We want to hear your stories!

    👉 Use #HillmanHomework and tag us in your post or comment to be featured in next week’s episode!

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    36 mins
  • Episode 10: Stillman College
    Apr 27 2025

    Episode 10: Stillman College

    Title: Family, Gifts, and Grown-Up Shifts

    This week on Hillman Rewind, Nichole and DJ Diggy dive into the grown-up moments that college doesn’t quite prepare you for— what it means to see our parents as full humans, not just caretakers — and the emotional maturity required when life hits differently. we’re unpacking how college forces us to grow up—emotionally, socially, and personally.

    We talk adulting with parents, learning how to accept things you don’t agree with, and finding joy in unexpected friendships. Plus, we drop a few college-friendly gift exchange ideas to keep the spirit light.

    🎓 Hillman Homework: When did it first hit you that your parents were just people, trying to figure things out too? Or… what’s the most thoughtful, funny, or cringeworthy college gift you ever gave (or got)?

    → Share your story in the comments or tag us on IG using #HillmanHomework—we just might read it on the next episode!

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    54 mins
  • Episode 09: Hampton University
    Apr 20 2025

    Episode 9: Hampton University

    Title: Crush Culture, Dorm Doors & Dream Chasing

    In this episode of Hillman Rewind, Nikki Nich and DJ Diggy explore the complications of admiration and attraction when Denise and other students catch feelings for their geology professor. We talk boundaries — from the emotional kind to literal dorm room doors — and reflect on how important personal space is during college life.

    We also dive into Stevie’s storyline about not dating for years, opening up conversations about putting dreams on hold and the courage it takes to chase them again.

    🎓 Hillman Homework: Tell us: What was one unspoken rule about personal space you had in college? Or drop your funniest (or cringiest) crush moment from campus life. Use #HillmanHomework!

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    50 mins

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