GET MY FREE PEOPLE READING GUIDE AND DISCOVER WHAT YOUR TEAM IS TRYING TO TELL YOU

059 Scaling Success: 10 Strategies to Build a Thriving Creative Agency with Octavia Gilmore

with

Octavia Gilmore

CEO, Creative Juice

Show notes

;

Show notes

Picture this: a teenage passion turning into a global empire, complete with the rollercoaster of entrepreneurial highs and lows. 

In this episode, Octavia Gilmore, founder of Creative Juice, dishes on everything from bouncing back after a soul-crushing review to harnessing the power of AI to skyrocket her business. She spills the tea on the magic of a multicultural team, the real-deal challenges of scaling up, and how empathy and compassion are the secret sauce to leadership. 

Whether you’re a startup dreamer or a seasoned CEO, Octavia’s journey is packed with gold nuggets you won’t want to miss.

In this episode, you’ll …

  • Uncover the 3 game-changing steps to transform from a solo freelancer to a powerhouse business owner.
  • Unlock the secrets of entrepreneurial resilience and learn how to bounce back stronger after setbacks.
  • Explore innovative AI tools to transform your business processes and efficiency.

This episode at a glance:

[2:12]  Octavia shares her early passion for graphic design and launching Creative Juice at 23.

[15:48] Overcoming self-doubt and learning essential business concepts.

[45:18] Resilience in entrepreneurship: Learning from setbacks and negative reviews.

[1:00:37] Octavia’s goal to inspire young black and brown entrepreneurs.

[1:05:28]  Encouragement for female founders: Eliminating self-limiting beliefs and taking bold steps.

Resources and Links mentioned in this episode

You might also like

More Episodes

99 Stop Writing Terrible Prompts (Your AI Is Only As Smart As Your Instructions)
98 The AI Content System That Sounds Like You (In 10 Minutes)
167 Generic AI Content Is Killing Your Credibility as a Female Founder (Fix This Fast with 3 Simple Inputs)
No results found.

More about the “She’s that founder” podcast

Welcome to She’s That Founder, the podcast for ambitious women who are ready to stop drowning in decisions and start running their businesses like the confident CEOs they were born to be with the help of AI magic.

I’m your host, Dawn Andrews—executive coach, business strategist, and founder of Free Range Thinking. I’m also a proud female leader, mom, and mentor who believes scaling a business shouldn’t come at the cost of your sanity.

Each week, we dig into the real tools and strategies you need to scale smarter, not harder: faster delegationsystems that won’t collapse if you take a nap, and AI tools that actually lighten your load instead of adding to it.

You’ll hear proven revenue strategies, executive leadership frameworks, and practical tools to build a business that grows without burning you out.

We keep it real here—expect candid conversations, quick hits, and the occasional founder rant. Listener discretion is advised (because we don’t always bleep the swear words).

If you like what you hear, make sure to follow along so you never miss an episode. And before you go, leave us a review—it means the world and helps more women founders step fully into their CEO power.

Be a guest on the Podcast

Interested in becoming "She's That Founder" for one of our upcoming episodes?

She’s That Founder

More Episodes

166 Stop Blaming AI for the Output You’re Getting. Female Founders, This One’s On You
165 The System Your Business NEEDS to Stop the Bottleneck Before You Add Any Other System
164 REPLAY: Stop Asking Permission to Lead—Just Lead
No results found.

share me!

Share this post with your friends!