How I Got Here with Dreena Whitfield

About 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 Whitfield Executive Producer, Writer & Creative Director: Keena Williams / Struxa howigotherewdreenaw.substack.com

Publisher

Dreena Whitfield

Category

business · society & culture

Language

en

Explicit

No

First episode

13 Jan 2021

Latest episode

18 Mar 2026

Latest episodes

5 of 48 episodes have a transcript.

1. 

   18 Mar 2026TRANSCRIPT

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

   Host Dreena Whitfield interviews counseling psychologist Dr. T.M. Robinson-Mosley about building The Playbook, a mental health platform for elite athletes, and why readiness is a decision, not a feeling.

2. 

   4 Mar 2026TRANSCRIPT

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

   Dreena Whitfield interviews Amber Guyton, designer and founder of Blessed Little Bungalow, about soulful maximalism, pricing her worth, and navigating the interior design industry as a Black entrepreneur.

3. 

   19 Feb 2026TRANSCRIPT

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

   CEO Mary Pat Hector discusses her journey from organizing at age 12 to leading the national movement Rise, and Dreena Whitfield explores the challenges of young leadership and fundraising in progressive organizations in this interview.

Inside a recent episode

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

Published 18 Mar 2026 · Transcript excerpt

[…] And it's hard. It's really challenging. And if you aren't careful, you will use metrics that are not in your best interest to measure your success. And that's often where people, what do you mean by that? Well, thank you. So what I mean is if we are letting people define what success looks like for you, it can always be moved. You'll always be chasing it. Like the goal post can continuously be moved for you and you'll try playing like a game of whack -a -mole, trying to figure out how do I fit into this versus you saying, you know what, small wins are important to me. If I'm able to show improvement, 1 % to percent at a time, this incremental progress over time, based on what's important to me, you can track and measure those metrics in ways that are really meaningful and really can push your success outside of being distracted by what people think you should be doing. […]

Who has been a guest on How I Got Here with Dreena Whitfield

Names identified in recent episode analyses. Showing up to five guests.

• Dr TM Robinson-Mosley
• Amber Guyton
• Mary Pat Hector
• Aniesia Williams
• Laila Brock

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.9 / 5

19 ratings