Women In Technology - Shondelle Winfrey

Shondelle Winfrey is a Senior Engineer specializing in application support, cloud solutions, and infrastructure automation. With expertise spanning technology solutions, cloud service providers, operating systems and eDiscovery platforms, she has led enterprise-scale deployments, automated workflows, and enhanced security for mission-critical environments. Passionate about innovation and mentorship, she champions diversity in technology and empowers others to grow in their careers.

How did you get into this industry?

I began my career in IT as a data analyst working with CRM platforms such as iAvenue, Sybase, and later Salesforce. Over time, I transitioned into systems administration and engineering with a focus on infrastructure and networking. My introduction to eDiscovery came in 2019 when I joined a startup company at the time called kCura, now known as Relativity. It was there that I learned how to deploy complex eDiscovery hosted solutions, which later propelled me into cloud solutions in AWS, as well as automation and security. I was drawn to technology because it is constantly evolving, and I enjoy the challenge of adapting, learning, and innovating.

What were some of the pivotal moments in your career that helped you get to where you are today?

One of the biggest turning points was moving from traditional infrastructure roles into cloud and DevOps engineering. Leading large-scale AWS deployments and automation initiatives taught me the value of adaptability and continuous learning. Another defining moment was embracing certifications and advanced training, which opened doors to higher-level engineering and architecture roles.

Have you ever noticed a time in your career where your gender proved to differentiate you?

Yes. Early in my career, I was often the only woman in the room, and at times my capabilities were questioned before I even spoke. Overcoming those moments was not about proving others wrong. It was about proving to myself that I belonged, staying confident in my skills, and letting my work speak louder than any stereotype.

What is your advice for someone working in a predominately male workplace?

“Own your expertise, ask for what you need, and build a network of allies and mentors. Do not downplay your skills or wait for validation.” Your contributions are valuable, and your perspective matters.

What do you think companies could do to motivate more women to pursue careers in technology?

Representation is key. Highlight the women already succeeding in tech roles, offer mentorship programs, and actively promote diverse hiring and leadership opportunities. Encourage professional development, provide flexibility, and create an environment where every voice is heard and respected.