Writing Black Joy

Gregory Rutledge - From Waiter to Greater


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My guest today is Gregory "G-Wiz" Rutledge - and here is some more about him.


Gregory is a high-performance coach, empowerment strategist, and the visionary behind the "Question Everything" brand. He’s not your typical speaker—he’s the one who digs deep, asking the hard questions that others avoid, and shattering the limitations that hold people back. With a dynamic blend of raw personal experiences, transformational insights, and unapologetic honesty, Gregory helps coaches, creators, and business professionals unlock the power they didn’t know they had. His journey spans from surviving life's toughest challenges to mastering UX design, entrepreneurship, and the art of storytelling.


I enjoyed my conversation with Gregory where we discussed:


  • his own transformation from waiter to greater (the name of his book) and how he leveraged his creative and service based background to transform his career
  • How he reframed his relationship with questioning and curiosity 
  • How his spirituality guides his writing and his life
  • How his creative background has fed into the book he is writing 
  • His proudest moments
  • The ABC of confidence (you don't want to miss this!) 

  • We also talk about cold showers and he has almost convinced me to try it.

    Early on Gregory mentioned his mentor Myron Golden - you can find him here on youtube

    https://www.youtube.com/@MyronGolden


    You can find all things Gregory on https://linktr.ee/gregoryrutledge

    And you can follow the Writing Black Joy podcast:

    Instagram: https://www.instagram.com/writingblackjoy/

    Substack: https://writingblackjoy.substack.com/


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    Writing Black JoyBy Safiya Robinson