How to Pivot Your Career and Thrive in Tech Leadership with Emily Gupton

This week on Clover, I sit down with Emily Gupton—a technology leader, community builder, and soon-to-be President of Austin Women in Technology. Emily’s career path has been anything but linear: from studying neuroscience and working in radiology, to project management in commercial furniture, to building a SaaS platform from the ground up, and now serving as CTO at SKG.

In this conversation, Emily shares how curiosity, resilience, and community have shaped her many pivots. She opens up about navigating male-dominated spaces in tech, the power of asking questions (even the “silly” ones), and how investing in education—from her MBA to an MIT certificate—helped her bridge career transitions.

We also dive into Emily’s passion for building inclusive communities, her leadership journey with Austin Women in Technology, and her past work with the League of Women Voters of Texas. Whether you’re considering a career pivot, looking for inspiration to step into leadership, or craving stories of women making big impacts in Austin and beyond—this episode will leave you energized.

What you’ll learn in this episode:

• How to embrace career pivots with curiosity and courage
• Why community and mentorship are essential in tech (and beyond)
• Emily’s approach to leadership, equity, and empowering diverse voices
• Practical tips for choosing the right further education or certification
• How Austin Women in Technology fosters growth, connection, and opportunity

Connect with Emily:

• LinkedIn: linkedin.com/in/emily-gupton
• Website: emilykgupton.com
• Austin Women in Technology: https://www.awtaustin.org/

Communities & Organizations

• League of Women Voters of Texas: lwvtexas.org
• Innotech Women in Tech Summit — partnered event with AWT
• Capital Factory / Austin Tech Week — collaborative events with AWT
• Austin Forum on Technology & Society — partner org for technical topics like quantum computing

Books & Authors

• Smart Brevity — by the Axios team; recommended by her CEO and used as a communication framework
• Neil Gaiman — mentioned as a favorite author for personal, whimsical, and fantastical reading