How I Got Here with Dreena Whitfield

How I Got Here with Dreena Whitfield goes beyond the highlight reel with Black women founders, executives, and leaders. Real conversations about the pivots, the setbacks, and the purpose behind the work. From bootstrapping a beauty brand with $500 to leading a professional sports franchise, each episode explores the moments that shaped who they became and the cost of building something meaningful.For women navigating leadership, business ownership, career reinvention, and the cost of ambition. New episodes biweekly on Wednesdays.Host: Dreena WhitfieldExecutive Producer, Writer & Creative Director: Keena Williams / Struxahowigotherewdreenaw.substack.com

How I Got Here with Dreena Whitfield is a business podcast hosted by Dreena Whitfield, with 47 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Dreena Whitfield hosts How I Got Here with Dreena Whitfield, a business show with 47 episodes published.

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  Episode #10

  Dr. T.M. Robinson-Mosley on Sports Psychology, Building The Playbook, and Why Ready Is Not a Feeling | How I Got Here

  Mar 18, 202619 minS4

  <p><br>Description<br><br></p><p>Counseling psychologist Dr. T.M. Robinson-Mosley shares how she went from growing up in a home where psychology and sports were inseparable to founding The Playbook, an award-winning mental health performance platform trusted by the NBA, NCAA, NWSL, and the U.S. Air Force. Dr. Mosley talks about her mother and twin aunt being among the only Black psychologists in Alabama, her uncle catching the last out of the 1969 World Series, boxing and rugby as an athlete, building a consulting practice she never planned, and scaling 36 providers across pro sports during COVID. This...

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  Episode #9

  Amber Guyton on Soulful Maximalism, Pricing Your Worth, and Why Only 2% of Interior Designers Are Black | How I Got Here

  Mar 4, 202645 minS4

  <p>Amber Guyton left corporate financial services, built Blessed Little Bungalow into a full-service design brand, and learned that pricing your worth and protecting your peace are the real work. Today she's one of only 2% of interior designers who are Black, with licensing partnerships at Home Goods, TJ Maxx, and Mitchell Black, celebrity clients, and a design philosophy rooted in soulful maximalism.</p><p>Key Takeaways:</p>You do not have to scale to be successful; a boutique business built on alignment, creative freedom, and strong values is a powerful model.Only 2% of the interior design industry is Black, and...

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  Episode #8

  From Organizing at 12 to Leading a National Movement | Mary Pat Hector | How I Got Here

  Feb 19, 202649 minS4

  <p>Mary Pat Hector started organizing at 12, advised President Obama at 18, and ran for office at 19 — losing by just 22 votes. That loss reshaped her entire path. Today she's CEO of Rise, a national organization fighting for free college and student basic needs across 10+ states, and the founder of Equity for All, a platform helping young people of color in the South gain political power.</p><p>Key Takeaways:</p>She advised President Obama on criminal justice reform at 18 and has since helped mobilize over 4 million voters through Rise.When a Black woman takes over from a white male founder, the fu...

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  Episode #7

  Aniesia Williams on Power, Discernment, and Rebuilding After Toxic Leadership Spaces

  Feb 4, 202650 minS4

  <p>Dreena sits down with Aniesia Williams, a brand strategist, venture architect, and ecosystem builder who understands how power actually moves.</p><p>In this conversation, Aniesia reflects on navigating leadership spaces where high-performing Black women are often brought in to fix broken systems without real authority or protection. She shares what it cost her to speak up, the psychological toll of being pushed out, and the lessons she learned building and exiting a service-based business.</p><p>Together, Dreena and Aniesia explore integrity, ownership, and what it looks like to build systems that truly protect the people inside them...

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  Episode #6

  From the Track to the Boardroom: Laila Brock on Leadership, Representation, and Purpose

  Jan 21, 202631 minS4

  <p>Laila Brock joins Dreena Whitfield for a powerful conversation about leadership, representation, and learning who you are beyond the job.</p><p>From her early days as a college track captain to shaping some of the biggest stages in sports, Laila reflects on what it means to lead in rooms that were never designed for you. She shares lessons from mentors who poured into her, the responsibility of opening doors for others, and the moment she realized success without rest is not sustainable.</p><p>This is Laila Brock. And this is how she got here.</p><p>This...

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