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Girl Bossing Too Close to the Sun: Entrepreneurship Real Talk with Raven Ross - Black Podcasting
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Society & Culture

Girl Bossing Too Close to the Sun: Entrepreneurship Real Talk with Raven Ross

podcast April 8, 2025

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#286: What is entrepreneurship really like behind the glossy Instagram photos?

We’re welcoming back Raven to talk about the wild ride of entrepreneurship — figuring it out, failing, and building something real.

In this episode, Raven and Les sit down for a catch-up sharing the highs and lows of entrepreneurship and you’re invited to join the conversation. Raven shares what it took to go from juggling multiple jobs to building a thriving Pilates brand.

Les and Raven also get real about investing in your business, rebranding, asking for help, choosing purpose over clout, and why success is more than just going viral.

We Also Talk About…

  • Raven’s journey from working multiple jobs to building a pilates business.
  • Navigating the awkward in between, and handling perceived success.
  • The real cost of starting a business and what expenses to prepare for.
  • What a successful brand’s team looks like and the key roles that keep things running.
  • How to structure your day as an entrepreneur so you can work smarter, not harder.
  • How to build your empire on your own terms.

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