Courtney Caldwell

Cofounder & CEO of ShearShare, Trailblazing and Award-Winning Tech Entrepreneur and Marketer

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Buffalo, New York, USA


Courtney Caldwell is the Cofounder & CEO of beauty-tech startup, ShearShare, the largest provider of on-demand salon and barbershop space rentals and the most affordable leases in the market. The ShearShare app gives licensed beauty and barbering professionals the freedom and flexibility to rent workspace by the day in cities all over the world, while salon and barbershop owners make money on unused space.

Prior to co-founding ShearShare, Inc., a 2022 Fast Company World-Changing Ideas App, Google Demo Day winner 2018, Tech. Co’s Startup of the Year, and a YC Fellowship and 500 Startups alum, Courtney managed an award-winning salon with her husband and cofounder, which was the genesis behind ShearShare. Before that, Courtney ran a boutique consulting firm where she fast-tracked international sales and marketing success for brands such as Zendesk, Zenefits, and Qualtrics.

Courtney spent two decades building winning teams in tech marketing and has held leadership positions in both early-stage and late-stage technology organizations: vice president of marketing for Marketing Advocate, global director of Oracle’s worldwide digital marketing strategy and innovations group, head of digital demand generation and JAPAC field marketing at RightNow Technologies. Her leadership in demand and revenue generation at RightNow Technologies was instrumental in the $1.45B acquisition of the company.

Courtney received an honorary doctorate degree from Miracle University and is the 33rd African-American female to raise $1 million in venture funding. She was named 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 has her BBA in Honors Marketing from Southern Methodist University and an MBA in Marketing from the University of Texas at Dallas.

She volunteers with various children’s, education, and civic organizations, and serves on the Advisory Board for Ogle Cosmetology School, the Alumni Board for Southern Methodist University, the President’s Council at SMU, the Board of Trustees for Texas Military Institute, and the Board of Directors for the UT-Dallas Entrepreneurship Council.

Courtney relocated from McKinney, Texas, to Buffalo, New York, with her cofounder husband, Dr. Tye Caldwell, and is mom to their 22-year-old son, Trey, a senior cadet and football player at the United States Air Force Academy. Courtney recently summited Mount Kilimanjaro in Tanzania, Africa, in seven days.

Read less...



Unveiling Effective Marketing Strategies for Introducing Your New SaaS Product

Future of Work: The Experience Economy

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

Digital Marketing: How to Take Digital Demand Generation by the Horns & Win

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

Fortified Founders: How Partnership & Parenthood Strengthen the Startup Journey

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.

The Today Show: 'ShearShare' App Connects Salons to Stylists
43North: The Key to a Successful Co-Founder Relationship
Lloyd's: Sharing Economy
Austin Startup Week 2020: Fireside Chat with Courtney Caldwell from ShearShare
University of Texas at Dallas Women’s Summit 2019
Shear Genius SMU Alum Connects Tech Beauty
The Jason Croft Show: ShearShare is Transforming the Beauty Industry
Courtney Caldwell speaking at the DFW Alliance of Technology and Women
McKinney, TX Rising: Scaling with ShearShare
ShearShare Co-Founders Balance Marriage and Running a Tech Startup
Black Enterprise: Fundraising from Startup to Scale Up in the Tech Space
Business Insider Ignition 2018: ShearShare
Demo Day 2018 - Hosted by Google


"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."


"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."


"... 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"