Crystal M. Stewart

I attribute my success to the values instilled in me growing up. My parents emphasized the importance of hard work, consistency, and taking pride in what you do every day. I started working at a young age, and that early experience helped build both my discipline and my confidence. Over time, I’ve learned that showing up each day, giving your best effort, and staying committed to doing quality work is what truly drives success.

One of the most impactful pieces of career advice I’ve received came during my time at the Supreme Court, when I was told that as an executive assistant, I am “the face” of the executive I support. That perspective has stayed with me and continues to guide how I approach my role each day. It reinforced the importance of professionalism, attention to detail, and how my actions and interactions reflect not only on me, but on the leader and organization I represent.

My advice to young women entering this field is to continually grow in your role and take every opportunity to learn. Strive to stay a few steps ahead of your executive by anticipating needs, thinking proactively, and being prepared. Just as importantly, recognize and own the significance of the role you serve. When you approach your work with that level of purpose and commitment, and consistently give your best effort, it not only strengthens your impact but also builds confidence and credibility over time.

The executive support field is evolving quickly, which brings both challenges and exciting opportunities. One of the biggest challenges in our field right now is keeping pace with how quickly the role is evolving. Executive assistants are no longer just managing calendars and logistics—we’re expected to navigate increasing complexity, from information overload to rapidly changing technology, including AI tools that require both understanding and thoughtful oversight.

At the same time, expectations have grown significantly. There’s a greater emphasis on strategic thinking, data awareness, and serving as a true business partner, all while maintaining discretion, organization, and efficiency in a fast-moving environment.

However, with those challenges come meaningful opportunities. The role is becoming more influential than ever, with executive assistants increasingly contributing to decision-making, managing projects, and helping drive organizational success. Those who embrace technology, continue learning, and lean into a proactive, strategic mindset are well-positioned to grow and make a significant impact in their organizations.

I think first and foremost, being kind to other people. That alone that goes a long way, and we certainly don't have enough kindess in the world. I focus on this and try to teach my kids to be kind to everyone. Everybody's going through something, and you might change their whole life just by being a nice person. Can you imagine how much better the world would be if everyone would do that? Kindness is something I value deeply both in my work and in raising my children.