Courtney Caldwell: Tech Entrepreneur

Quick Facts:

Highlights:
  • Cofounder & CEO of ShearShare, the largest provider of on-demand salon and barbershop space rentals.
  • Recognized for her innovative approach and impact on the beauty-tech industry.
  • Over two decades of experience in building successful tech marketing teams.
  • Promotes equity and inclusion in the tech industry.
  • Combines storytelling with actionable insights to captivate and inspire audiences.


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  • Travels from: Buffalo, New York
  • **Fee range: $10,001 - $20,000

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Keynote Topics:

  • Future of Work: The Experience Economy
  • The “Silver Rule”: How to Build & Manage Successful Remote Teams
  • Digital Marketing: How to Take Digital Deman Generations by the Horns & Win
  • The Riches are the Niches: How Solving Your Own Problem Leads to New Innovation
  • Unlimited Leadership: How Working in Full-Time Ministry and Being an Army Brat Prepared Me for Entrepreneurship
  • Local Startup Ecosystems: How to Build a Tech Startup Outside Silicon Valley
  • Black Women in Tech: Managing Mental Health as a Female Founder

Courtney Caldwell is a dynamic and innovative force in the beauty-tech industry, serving as the Cofounder & CEO of ShearShare, the largest provider of on-demand salon and barbershop space rentals and the most affordable leases in the market. With a keen entrepreneurial spirit and a passion for transforming the beauty industry, Courtney has built a platform that empowers beauty professionals to maximize their potential and flexibility. Her leadership and vision have not only revolutionized how salon spaces are utilized but also provided significant economic benefits to thousands of independent stylists and barbers.

A distinguished tech founder and award-winning entrepreneur, Courtney brings two decades of experience in building successful teams in tech marketing. Her strategic acumen and innovative approach have earned her numerous accolades and a reputation as a trailblazer in her field. Through ShearShare, Courtney has harnessed the power of technology to address a critical need in the beauty industry, creating a unique solution that resonates with both salon owners and beauty professionals.

Beyond her entrepreneurial achievements, Courtney Caldwell is a sought-after keynote speaker, known for her engaging presentations and insightful perspectives on technology, entrepreneurship, and the future of work. Her ability to connect with diverse audiences and inspire change makes her a prominent figure on the global speaking circuit.

Courtney Caldwell

Courtney Caldwell’s journey to becoming a leading figure in the beauty-tech industry is marked by her extensive experience in tech marketing and her entrepreneurial prowess. Before founding ShearShare, Courtney spent over 20 years in various leadership roles, where she honed her skills in building and leading high-performing teams. Her background in tech marketing has equipped her with a deep understanding of digital transformation and the innovative application of technology in traditional industries.

As the CEO of ShearShare, Courtney Caldwell has overseen the company’s rapid growth and expansion, positioning it as a game-changer in the beauty industry. ShearShare’s platform addresses a significant gap in the market by providing a flexible, on-demand solution for salon and barbershop space rentals. Under her leadership, the company has attracted substantial investment, expanded its user base, and continually innovated its offerings to meet the evolving needs of beauty professionals.

Courtney’s expertise extends beyond business operations and tech marketing. She is a vocal advocate for diversity and inclusion in the tech industry, often speaking on the importance of creating opportunities for underrepresented groups. Her commitment to fostering an inclusive environment within ShearShare and the broader tech community has earned her recognition as a leader in promoting equity and diversity.

Her influence as a speaker is profound. Courtney Caldwell has graced the stages of numerous prestigious conferences and events, sharing her insights on entrepreneurship, technology, and the future of work. Her engaging storytelling, combined with actionable advice, resonates with audiences ranging from aspiring entrepreneurs to seasoned industry professionals. Her ability to translate complex concepts into relatable narratives makes her a captivating and influential speaker.

Courtney’s contributions to the beauty-tech space have also been recognized with multiple awards and honors. She has been featured in prominent publications and has received accolades for her innovative approach and impact on the industry. Her achievements are a testament to her dedication, vision, and ability to drive meaningful change through technology and entrepreneurship.

Courtney Caldwell is a visionary leader and innovative entrepreneur who has made significant contributions to the beauty-tech industry. As the Cofounder & CEO of ShearShare, she has revolutionized the way salon and barbershop spaces are utilized, providing flexible and affordable solutions for beauty professionals. Her extensive experience in tech marketing, combined with her entrepreneurial spirit, has positioned her as a trailblazer and thought leader in her field.

As a keynote speaker, Courtney’s engaging style and deep insights make her a sought-after presenter at conferences and events worldwide. Her ability to inspire and connect with diverse audiences, coupled with her practical advice and real-world examples, ensures that her talks leave a lasting impact. Event planners looking to book a speaker who can deliver a powerful and inspiring presentation should consider Courtney Caldwell for their next event.

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