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Courtney Caldwell - Co-Founder & CEO of ShearShare; Trailblazing & Award-Winning Tech Entrepreneur & Marketer

Courtney Caldwell

Profile updated November 20, 2025
LocationTravels from Buffalo, NY, USA
$
$5,000 - $10,000
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About Courtney Caldwell

Zack Kass
Eric Boles
Daymond John
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Breaking Barriers, Building Bridges: Thriving as a Woman in Tech

Success in tech isn’t just about skills—it’s about early confidence, measured strategy, and intentional impact. In this empowering keynote, Courtney Caldwell, a post-exit tech founder and startup entrepreneur, shares actionable insights on navigating new workplace dynamics, building a strong personal brand, and using resilience as a competitive advantage. From overcoming self-assigned syndromes to leveraging unique perspectives as women—especially women of color—Courtney provides a roadmap for early-career professionals to thrive. Attendees will walk away with practical strategies to advocate for themselves and to shape the future of tech on their own terms.

Speaking videos

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Books by Courtney Caldwell

Do It Scared! Audrey Joins the Team - Book by Courtney Caldwell

Do It Scared! Audrey Joins the Team” (2025)

Do It Scared! Audrey Joins the Team

The Happiness Journal: A Daily Guide to Finding Your Extraordinary Happy - Book by Courtney Caldwell

The Happiness Journal: A Daily Guide to Finding Your Extraordinary Happy” (2022)

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