Courtney Caldwell

Cofounder & CEO of ShearShare (Acquired), Trailblazing and Award-Winning Tech Entrepreneur and Marketer
Courtney
Caldwell

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AVAILABLE FOR

Keynote
Virtual Presentation
Fireside Chat
Panelist
Webinar
Workshop & Training

Fee ranges

Domestic In-Person (USA):

$7,500*

International In-Person:

Please inquire

Virtual:

$5,000*

Other:

* Ranges are presented as a guideline only. Speaker fees vary by engagement type and are subject to change without notice. For an exact quote, please contact Gravity Speakers.

Traveling from

Buffalo, New York, USA

About

Courtney Caldwell is an award-winning tech founder, marketing strategist, and industry disruptor dedicated to empowering corporate intrapreneurs, solopreneurs, and small business owners. As the post-exit co-founder and former CEO of ShearShare, the largest salon and barbershop space rental marketplace, she helped transform the beauty and barbering industry by introducing flexible, on-demand workspace solutions. Under her leadership, ShearShare scaled to over 1,017 cities, matching licensed professionals with unused salon space and creating new revenue opportunities for business owners.

Before pioneering ShearShare, Courtney spent two decades leading high-growth marketing teams in the technology sector. She held executive positions at major tech firms, including Vice President of Marketing at Marketing Advocate, Global Director of Oracle’s Worldwide Digital Marketing Strategy & Innovations Group, and Head of Digital Demand Generation and JAPAC Field Marketing at RightNow Technologies, where her leadership in demand and revenue generation played a pivotal role in the company’s $1.45B acquisition.

Courtney was named a 2024 EY Women in Innovation, a 2023 Cosmopolitan + Digital Undivided “New C-Suite” Honoree, a 2022 Hype Hair magazine 30 for 30, first African-American female to be inducted into the 2021 Texas Military Institute Hall of Fame, Inc. magazine 2019 Female Founders 100 list, is the first African-American female to be named the SMU Cox School of Business Outstanding Young Alumna, the 2019 Ada Lovelace Female Tech Founder of the Year, is a 2018 Dallas Business Journal Women in Technology, and the 2017 L’Oreal Women in Digital NEXT Generation Award winner.

Courtney is also the first African-American female to be inducted into the Texas Military Institute Hall of Fame and to receive the SMU Cox School of Business Outstanding Young Alumna award.

Beyond tech and entrepreneurship, Courtney is passionate about mentoring fellow founders, fostering innovation, and sharing insights on leadership, business strategy, and digital transformation. She and her husband, Dr. Tye Caldwell, are also proud parents of an NFL athlete, balancing their careers with a deep commitment to family and community.

10 Things You Need To Know About Courtney & Dr. Tye Caldwell

  • Pioneered the first on-demand salon and barbershop space rental app, serving 1,017 cities and 71,000 small businesses
  • Son is an NFL athlete for the Las Vegas Raiders (graduate of the US Air Force Academy)
  • Counted in the 1% of African-Americans that hold patents in the United States
  • Summited Mount Kilimanjaro, the tallest free-standing mountain in the world, in 7 days
  • Named a World-Changing Ideas App by Fast Company
  • Traveled to 6 out of 7 continents
  • Plant-based wellness and bio-hackers
  • The only Texas startup to win Google Demo Day
  • Dr. Tye is the best-selling author of a book titled Mentored by Failure
  • Courtney is the 33rd African-American female to raise $1M+ in VC funding
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Topics

Topics

Do It Scared

Fortified Founders: How Partnership & Parenthood Strengthen the Startup Journey

Breaking Barriers, Building Bridges: Thriving as a Woman in Tech

Future of Work: The Experience Economy

The "Silver Rule": How to Build & Manage Successful Remote Teams

The Riches are in 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

Unveiling Effective Marketing Strategies for Introducing Your New SaaS Product

Courtney Caldwell can speak on a variety of topics ranging from women in leadership, business, startups, bootstrapping and investments, building and leading remote teams, digital marketing, the B2B demand generation, faith and spirituality, and being married in tech.

Courtney Caldwell and Tye Caldwell, husband and cofounder of ShearShare, are available for joint appearances.

Videos

https://www.youtube.com/watch?v=ckevQD0QC4A
The Caldwell’s Speaker Reel
https://www.today.com/video/husband-and-wife-create-app-to-connect-hair-salons-and-stylists-188615237798https://www.today.com/video/husband-and-wife-create-app-to-connect-hair-salons-and-stylists-188615237798
The Today Show: 'ShearShare' App Connects Salons to Stylists
https://youtu.be/mvUE4YrWs74
43North: The Key to a Successful Co-Founder Relationship
https://www.youtube.com/watch?v=9RVXAldNKMI&t=5s
Austin Startup Week 2020: Fireside Chat with Courtney Caldwell from ShearShare
https://www.youtube.com/watch?v=8fy701oYMkY
ShearShare Co-Founders Balance Marriage and Running a Tech Startup
https://www.youtube.com/watch?v=l2sbkravxjg&t=4s
Black Enterprise: Fundraising from Startup to Scale Up in the Tech Space
https://youtu.be/y-5SCeejaY8
Business Insider Ignition 2018: ShearShare
https://www.youtube.com/watch?v=ZeNkqfqynbg&t=1669s
Demo Day 2018 - Hosted by Google

Books / Movies As an Amazon Associate, Gravity earns from qualifying purchases.

Testimonials

"My team and I are beyond happy that we chose Courtney as our speaker for our Black HERstory month event! From the second we jumped onto our pre-event call, Courtney was so friendly and truly eager to help us achieve our goals. She really took the time to get to know our organization and ensure she had the impact we were looking for. On the day of, Courtney arrived early to ensure that everything was setup properly to deliver a great experience. Her content was informative, and our team truly enjoyed listening to all her stories. We received incredible feedback about our event and how grateful our team was to welcome Courtney for that time. We really appreciated Courtney’s willingness to answer all our questions, her bright and bubbly personality, her incredible insight, and the advice she left our team with at the end of our call. I would highly recommend choosing Courtney as your next speaker!"

Jay Bloch
DEIB Program Specialist, Charthop

"Honestly, she was one of the best speakers I have seen in my career. -- Her story was inspiring, engaging, relevant, and just brought so much joy to me. After hearing her talk, I took to heart some of the things she does and even took a few of them and implemented them in my daily routine. -- I had a banana for breakfast too! Anyhow, this was a fantastic speaker -- Incredible."

Code42

"The way she moved between talking about her marriage, family, work, teams, and values was almost effortless and it showed an incredible amount of EQ in all facets of her life. -- I honestly wished that I had that level of EQ to be able to do that. In addition, most people who have done as much as she is can get a little ego-centric... but she was so far from it. She addressed her mental health habits openly, and disclosed things that were very personal and did so in a way where no one (as best as I could tell) had any discomfort. Her routines such as starting the day with fruit, meditation, and in prayer with gratitude acknowledges hit me the most. She is an incredibly blessed individual that was a born leader."

Code42

"... I don't believe you could have done a better job on this event. I mean, this one was as close to perfection as I've been a part of in a LONG time"

Code42