In this episode of The EA Campus Podcast, we sit down with freelance Executive Assistant Kaitlin Bekken for one of our ever-popular Day in the Life conversations.

Caitlyn shares her journey into the EA world, how she transitioned into freelancing, and what a typical day looks like supporting multiple clients across industries. From managing inboxes and booking complex travel to using AI tools like ChatGPT and NVO to streamline her workflow, Caitlyn walks us through the systems and mindset that keep her on top of her game.

We also dive into the importance of knowing your own working capacity, how to build strong remote relationships with executives, and the career-defining power of problem-solving and tenacity.

Whether you’re an in-house EA curious about life as a freelancer, or a virtual assistant looking to refine your own approach, Caitlyn’s insights are full of practical wisdom, humour, and reassurance.

In this episode:

Caitlyn’s journey into the EA role and her move into freelancing
How she manages her day across multiple clients and time zones
Her favourite tools and tech, including ChatGPT and NVO
Building trust remotely and setting healthy boundaries
Advice for new EAs (and why “just go for it” might be your new motto)

The EA Campus

EP65: This Is What I Want To Do Long Term