Today we’d like to introduce you to Randall Holloway.
Hi Randall, it’s an honor to have you on the platform. Thanks for taking the time to share your story with us – to start maybe you can share some of your backstory with our readers?
My journey began in Milwaukee, Wisconsin, where a deep passion for singing and acting took root in me from a young age. Growing up I was surrounded by the arts, my parents frequently introduced my siblings and me to a variety of plays, musicals, and symphonies, igniting an early spark that propelled me to perform in community theater and with professional companies in the city. After high school, I took a significant step by enrolling at Howard University’s Division of Fine Arts, which provided a solid foundation for my career. Following my studies, I took a leap of faith and moved to New York City to pursue my dreams in the industry.
The path was not without its challenges. After completing my studies, I encountered significant hurdles that tested my resilience and adaptability. Life became real, and navigating those moments was tough, but ultimately, I embraced the journey and settled in New York City. I’ve had to reinvent myself many times, shaping my perspective and fueling my determination to move forward. Today, I stand in a space of gratitude for my experiences and feel an exciting anticipation for what the future holds.
Alright, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
My journey has been a blend of highs and lows. One moment, you might feel like you’re on top of the world, and the next, you could be wondering, “How did I end up here?” While I’ve celebrated successes, I’ve also encountered personal challenges. What I can share is that therapy has been an essential lifeline for me; it has truly transformed my life, and I wholeheartedly encourage anyone facing their own struggles to embrace the resources available to you and not let stigma hold you back.
I also want to express my gratitude to my mom. She has been an incredible blessing, always helping me stay focused on my goals in every area of my life. She’s my biggest supporter, and I wouldn’t be where I am today without her and my family’s support. The life we’re in acts as a teacher, and with each experience it provides us with valuable lessons to guide us as we move forward.
Thanks for sharing that. So, maybe next you can tell us a bit more about your work?
My work revolves around the art of bringing stories and characters to life through performance. As an artist, I specialize in singing, acting, writing, and producing—some might even call me a renaissance man.
Right now, I’m riding the wave of my singing career. I’ve had the privilege of performing at some truly iconic venues like 54 Below, Chelsea Table and Stage, and Greenroom 42. Excitingly, I’m currently developing a show that will offer my audience an intimate evening with me, allowing them to connect on a deeper level.
What truly sets me apart is simply being me. There’s only one version of who I am, and that uniqueness makes me both distinctive and relatable.
Before we go, is there anything else you can share with us?
I’d love to share some words of encouragement with your readers. The most important thing anyone can do is to embrace their own journey and avoid comparing themselves to others. What’s meant for you will always find its way to you if you remain consistent and true to your path. You might be amazed at how things can manifest in your life once you give yourself permission to pursue your dreams.
Above all, remember to live fully. Fill your life with meaningful experiences and surround yourself with positivity and the people who uplift you. We only have one life, and it’s a beautiful gift meant to be cherished and lived to the fullest.
www.randallholloway.org
Contact Info:
- Instagram: @itsrandallholloway



Image Credits
Paul Morejon
@paulmorejon
www.paulmorejon.com
Laurel Hinton
@laurel_hinton
www.laurelhintonphotography.com

