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Tiffany Haddish Hilariously Shares Her Journey to Success | A Sip w/ Issa Rae

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  • Published on Dec 22, 2021
  • Tiffany Haddish and Issa Rae sit for ! In this hilarious conversation, we learn how Tiffany tunes out haters, learned her audition etiquette & other gems you don't want to miss!

    This is the last of 2021! See you next year!


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    With her own unique flare and infectious sense of humor, Issa Rae's content has garnered over 40 million views and over 500,000 Flash-Player subscribers (and counting). In addition to making Glamour Magazine's "35 Under 35", Forbes' "30 Under 30" and Entertainment Weekly's "Breaking Big" lists, Issa's hit series The Misadventures of Awkward Black Girl was the recipient of the coveted Shorty Award for Best Web Show. Issa's first book, a collection of essays, is a New York Times Best Seller and her show, Insecure, a half-hour comedy show for HBO, has aired 4 seasons garnered multiple awards and nominations. With Issa Rae Presents, Issa is creating a space for creators of all stripes to create and share their own stories.

Comments • 108

  • A
    A  +254

    Tiffany Haddish and Issa Rae have not let Hollywood change them. That’s why they’re so relatable. Love to see it. 😌🙌🏾

  • Day Like Daytime 🌞

    Baby, Issa is GENIUS.

  • Reesie 122
    Reesie 122  +180

    Issa Rae and Tiffany should do something together. I love both of them and may God keep Blessing them.

  • Deanna Wharton

    I love how Issa spent half her time on stage just laughing at Tiffany’s jokes. 😂😂

  • Trena Oakley

    Based on Tiffany's comment at

  • Unfriendly Blk Hottie
    Unfriendly Blk Hottie 21 day ago +32

    Tiffany picking on Issa and her doctor daddy was hilarious 🤣

  • MsEriKaT
    MsEriKaT  +59

    Yes! Thank you Tiffany for calling out Issa and her not ever being broke LMAO with her privilege ass 🤣😂😂

  • Dakota C
    Dakota C  +36

    I need for them to make a sister movie together. The being high in the audition part had me wheezing lol

  • Tamara Hall Whitney
    Tamara Hall Whitney 21 day ago +2

    When I say this interview was everything. I always LOVE Tiffany's honesty and realness and how she can articulate real life with comedy and a straight forward sense of humor. I relate to all of her struggles and I can appreciate her success because its was a realistic journey, she demonstrates that hard work and perseverance does pay off with consistency, boldness and truth.

  • Michele Murphy

    I am obsessed with both of you~

  • Nancy Vazquez

    Thank you Tiffany for sharing and not giving up! 💪🏾🙌🏾! Thank you Issa 🦋🎯

  • Olu Bukonla
    Olu Bukonla 21 day ago +17

    I would have loved to see her on insecure as Kelli s sister

  • La'Trisa Howard Caesar
    La'Trisa Howard Caesar 21 day ago +9

    LOVE Issa LOVE Tiffany…want them to continue to WIN!!

  • Nappystorm

    Tiffany dropped a lot of gems

  • EL Family Of Stars ✨
    EL Family Of Stars ✨ 21 day ago +9

    Tiff is so raw and loveable! Issa was rolln… poor for section 8 not credit cards dept lol 😂 Sanaa Lathan joke was soooo funny too lol 😝

  • Miss Higgi

    Very enjoyable!!! Wonderful to see two young women doing the damn thing!

  • hiphopballet25
    hiphopballet25 21 day ago +2

    This was so funny and inspirational at the same time.

  • Ashia Matthews

    Tiffany I kid you not I tell people this all the time GET YOU A BOMB ASS LIFECOACH! 🌺🌺🌺🌺

  • Dripcast With Khuzeka
    Dripcast With Khuzeka 16 hours ago +1

    Issa Rae is such a beautiful soul,your interviews are relatable I love how you handle them . You're a natural ❤️❤️💯

  • cj wins
    cj wins 21 hour ago

    They all the way live! Lol I love these videos 💜 it’s cool to see these celebs tell all their business while being tipsy lol