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The Black Guy Who Tips Podcast

Bresha Webb on Holiday Traditions, Family Joy & Her Funniest Christmas Moments | Choosing Joy Holiday

The Black Guy Who Tips Podcast

iHeartPodcasts

Comedy

4.92.9K Ratings

🗓️ 24 December 2025

⏱️ 10 minutes

🧾️ Download transcript

Summary

In this festive and joy-filled episode of Holiday AF, hosts Deborah Joy Winans Williams and MAJOR. sit down with actress and comedian Bresha Webb to explore the traditions, humor, and heartfelt moments that make the holidays special. Bresha reflects on growing up in the Webb household, where her father’s Christmas breakfast and her mother’s homemade apples created cherished yearly rituals. As her parents age, she shares how her role in maintaining family traditions has shifted — from flying them to Los Angeles to hiring a chef when her mother “retires” from cooking. Bresha also talks about her dramatic turn in Tyler Perry’s A Fall From Grace, discussing what it meant to step into a new kind of character and work alongside icons such as Cicely Tyson and Phylicia Rashad. The conversation blends depth with pure comedy as Bresha brings unforgettable impressions — from DMX to Britney Spears — transforming holiday classics into comedic gold. This episode captures the warmth, joy, and laughter of the holiday season while showcasing Bresha’s talent, heart, and festive spirit.

Transcript

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0:00.0

Hey y'all, it's Rod.

0:01.5

And caring.

0:02.2

Thanks for tuning in.

0:03.5

Listen to this podcast episode from one of our fellow podcast hosts on the Inflection Network.

0:08.1

If you enjoy it, please follow, like, and subscribe to them.

0:12.7

I show up ready, darling.

0:14.2

Yeah, yeah, you do.

0:15.1

I'm in with a glass and everything.

0:16.6

And it's a strawberry.

0:18.1

Cheers. You have seen her on NBC.

0:26.6

Sex tuplets on Netflix.

0:30.6

She's my friend.

0:31.6

Yeah, my friend too.

0:32.6

That's my friend too.

0:33.6

She's more my friend.

0:34.6

Okay.

0:35.6

Please welcome.

0:36.6

Brisha. Come on, Br She's more my friend. Okay. Please welcome. Brisha will.

0:38.3

Come on, Brisha.

0:39.3

I'm not getting.

0:40.3

There it is.

0:42.3

Of course.

...

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