Ashlee Scott Gregory

Managing Director of Sprinternships™

As Managing Director of the Sprinternships™ program at Break Through Tech, Ashlee leads the strategic and operational delivery of our nationwide micro-internship program. She oversees program operations, collaborates with internal and external partners, cultivates strategic relationships with universities and corporate stakeholders, and drives data-informed decisions to enhance program quality and impact. 

Prior to joining Break Through Tech, Ashlee started her career as an 11th Grade US History teacher with Teach for America. During this experience, she developed foundational skills in leadership, organization, and driving student success. She built on this foundational experience as a Business Operations Manager at Success Academy Charter Schools, where she oversaw school operations and implemented systems that improved key performance metrics, family satisfaction, and financial efficiency. Transitioning to the tech and education sector, Ashlee served as the Director of Delivery at Flatiron School, where she led a team that taught Software Engineering to thousands of students looking to launch their careers in tech. Most recently, she served as Head of Operations at A/B Strategy Consulting where she led operations and built capacity for growth at a small consulting company. 

Ashlee is passionate about building and leading teams that create a meaningful impact in the world. Her work is deeply rooted in a commitment to supporting women of color, empowering them to unlock their inherent power and achieve the careers of their dreams. As the daughter of a Jamaican immigrant, she is profoundly shaped by her identity and community. She is immensely grateful for the opportunities she has been given, driving her dedication to creating safe spaces where others can thrive.