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Empowering the Entrepreneur

At 50 Bosses Deep, we believe success begins with strong minds, strategic planning, and supportive communities. This initiative is committed to helping entrepreneurs grow holistically by focusing on business development, financial literacy, personal well-being, and empowerment. We’re here to help you thrive whether you’re starting up or scaling up.

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Our Programs

1

DEEP Conversations

Real growth starts with real talk. DEEP Conversations are guided discussions that tackle the personal and professional challenges entrepreneurs face.

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2

V.E.N.T. 

The V.E.N.T. Program is a safe and confidential space where entrepreneurs can release pressure, share frustrations, and celebrate wins while prioritizing their mental wellness and building healthier ways to navigate the challenges of entrepreneurship.​​

3

Boss Walks

Boss Walks are energizing walks that promote physical wellness while giving entrepreneurs and leaders a space to connect, refresh their minds, and exchange ideas.

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4

Black Business Bus Tour

The Black Business Tour empowers young people by connecting them with Black-owned businesses, leaders, and hands-on opportunities to build confidence, vision, and real-world career paths.

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5

The Conference

The 50 Bosses DEEP Business Conference brings together industry experts, creatives, and corporate executives to provide a framework that outlines a path for entrepreneurs.​

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Upcoming Events

  • Boss Walks
    Boss Walks
    Wed, Feb 18
    Broad Ripple Park Family Center
    Feb 18, 2026, 11:30 AM – 1:30 PM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Tamara Linza!
  • Boss Walks
    Boss Walks
    Sat, Mar 14
    Honey Bee Well Spa
    Mar 14, 2026, 9:30 AM – 11:30 AM
    Honey Bee Well Spa, 6160 N Rural St, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Shaneice Robinson!
  • Boss Walks
    Boss Walks
    Wed, Mar 25
    Broad Ripple Park Family Center
    Mar 25, 2026, 11:30 AM – 1:30 PM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Summer Nicole!
  • Boss Walks
    Boss Walks
    Sat, Apr 11
    Broad Ripple Park Family Center
    Apr 11, 2026, 9:30 AM – 11:30 AM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Cassandra Raine-Francis!
  • Boss Walks
    Boss Walks
    Wed, Apr 22
    Broad Ripple Park Family Center
    Apr 22, 2026, 11:30 AM – 1:30 PM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Christiane Michael David!
  • Boss Walks
    Boss Walks
    Sat, May 16
    Broad Ripple Park Family Center
    May 16, 2026, 9:30 AM – 11:30 AM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Latoya Owens, NBCC, LMHC-A!
  • Boss Walks
    Boss Walks
    Sat, Feb 07
    Broad Ripple Park Family Center
    Feb 07, 2026, 9:30 AM – 11:30 AM
    Broad Ripple Park Family Center, 1426 Broad Ripple Ave suite 200, Indianapolis, IN 46220, USA
    Join us for a refreshing blend of movement, mindset, and meaningful conversation with a special presentation by Shereeta Petty-Lacy!

Support Our Mission

Your contribution helps us amplify voices, create opportunities, and sustain the work of 50 Bosses Deep. Every donation directly supports our programs, storytelling, and community impact. Click the button below to make a secure monetary donation and help us continue building what matters.

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