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3 Tips for Strategic Executive Assistant One-on-Ones

As an executive assistant, one-on-ones are one of the best ways to strengthen your relationship with your exec. This face time is a great opportunity to build trust, show your support, and position yourself as a more strategic partner. However, one-on-ones are often spent discussing status updates — that is, when they aren’t cancelled or rescheduled.

We recently spoke with Natalie Turner, EA to the CEO here at Base, to discuss her strategies for leading thoughtful and strategic one-on-ones as an assistant, including how to overcome common challenges and prepare for the meeting to make the best use of face-to-face time. Watch the full webinar below or keep reading for her top 3 tips! 

Set a clear agenda and purpose 💡

One common challenge assistants often face with one-on-ones is not having control of the meeting. This means the time is often unstructured and wasted on things that could be figured out another way. To avoid this and become an executive assistant leader, Natalie prefers to lead her one-on-ones and send an agenda to her executive, Paige, ahead of time. This way, Natalie can set expectations and make sure they discuss priorities and goals rather than status updates. 

Focus on goals and priorities 🥇

Being a strategic partner to your executive is all about having a pulse on their goals and priorities. In order to do that, Natalie recommends asking your exec, “what would feel like winning to you next week?” This allows her to determine her exec’s top priorities and she can do to help Paige feel supported. This could be clearing space in the calendar, pushing off other less important tasks, or removing some of the decisions off of her exec’s plate. Knowing your executive’s goals (and taking steps to help achieve them) will also go a long way in your professional development.

Allow time to reflect and prepare 💭

In order to make the best use of the time, Natalie prepares her one-on-one agenda beforehand in a shared live document. That way Paige can answer questions, make comments, and add new topics for discussion within the agenda before they meet. When they do sit down face-to-face, they can focus less on answering questions and status updates, and more on strategies for making sure goals for the following week will be accomplished.

Ready to take your communication to the next level?

Base has spent more than a decade placing and supporting executive assistants. We match founders and executives with vetted, US-based EAs, and we help assistants build careers worth staying in.

Written by Bryn Smith

Bryn is the Senior Manager of Brand and Product Marketing at Base, where she is on a mission to build a world-class EA community by connecting them with top-notch thought leaders, invaluable resources, and cutting-edge insights.