About Kiesha
“Mommy, let your dreams be free.”
In 2017, Kiesha B. Free’s young daughter looked her in the eyes and said, “Mommy, let your dreams be free.” That one sentence cracked something open. It was more than encouragement - it was a call to liberation. A call to step beyond the tightly stitched seams of achievement and instead follow the threads of joy, truth, and soulful alignment.
At the time, Kiesha was a rising star at Microsoft. She was thriving as a partnership negotiator, workplace culture leader, and in-house broadcast talent. Her success had been forged in the fire of excellence: a middle child of five from the Cajun crossroads of Louisiana, Kiesha had long honed the skill of being “in the middle” - seeing multiple perspectives, translating between worlds, and helping people feel seen in rooms where it would’ve been easy to feel invisible. Her astute vision and academic rigor carried her to Spelman College on full scholarship, to the publishing halls of People Magazine, and eventually to the world of big tech.
But then something shifted.
Her daughter’s words stirred a truth she could no longer ignore. So, Kiesha took the leap, leaving behind the security of a corporate director role to reclaim time for motherhood, rediscover her own voice, and step fully into a more liberated purpose.
Lover, Liberator, Facilitator
Today, Kiesha B. Free is not simply a speaker or host. She’s a mirror ball of meaning. Like a disco ball, she reflects the brilliance of everyone around her. Every facet of her life’s experience - business strategist, cultural steward, truth-teller, mother, celebrator of Black joy - is a mirrored tile. And when the light hits just right, her presence radiates joy, clarity, and connection across a room, a screen, or a stage.
Whether she’s moderating a high-impact conversation, hosting a soul-stirring celebration, or sharing her own story, Kiesha shows up as a magnetic force, turning gatherings into moments, and moments into movement. Her presence helps people reimagine what is possible when we tell the truth, lead with love, and dare to be fully seen.
She shares, “My daughter’s words were a push to reject oppressive limitations. A call to heal, to imagine, and to reconnect to what truly matters.” Now, Kiesha lives those words daily - creating spaces where others can unlock deeper self - awareness, release toxic ambition, and let their dreams be free, too.
MEET KIESHA
Kiesha’s Official Bio
With a 20+ year career spanning technology, media, and live performance, Kiesha B. Free (née Kiesha Garrison) is a masterful host, magnetic storyteller and cultural catalyst who helps people reconnect - with themselves, each other, and the truth of their own possibility.
Whether emceeing live global conferences, broadcasting from a studio, or leading grassroots celebrations, Kiesha brings warmth, wisdom, and sparkle to stages big and small. She has hosted stirring keynote conversations with luminaries like Will Smith, Megan Rapinoe, Lenny Kravitz, and Bozoma Saint John, along with countless everyday truth-tellers. Organizations such as Workhuman, Microsoft, Reaching Out MBA, and Miami Book Fair have counted on her to design and deliver transformational moments that inform and inspire.
A former director at Microsoft, Kiesha has also worked across business development, culture strategy, executive communications, and people operations. Today, her voice resonates as both a cultural catalyst and an artist - offering keynote talks, workshops, stand-up comedy, and poetry that spark bold acts of self-reclamation.
She is the producer and host of YOU Better!, a podcast centering the personal journeys of everyday people who’ve dared to evolve beyond expectation. And as the Founder and CEO of Hey, Black Seattle!, Kiesha curates resources, digital media, live experiences, and cultural storytelling to deepen connection and wellbeing for the region’s Black residents.
A current board member of Ase’ Theatre and proud summa cum laude graduate of Spelman College, Kiesha B. Free moves through the world as a connector, convener, and creative force. Her multi-faceted presence sparks reflection, helping us all imagine what’s possible when we lead with love and live in our light.