

Ask a Chief of Staff: Career Questions with a 2X Chief of Staff
🗓️ Join us on December 9th!
In this AMA, Giselle will address questions in an unfiltered and honest way. This is less about her career, and more about helping you think about your own career, through the lens of what I’ve learned and tried along the way.
✅ You should attend this session if...
you are an aspiring Chief of Staff interested in learning more about how to break into the role.
you are a current Chief of Staff who has questions about navigating certain situations or growing your career;
you aren’t sure what skills or characteristics to develop for a successful Chief of Staff career;
you aren’t sure what’s next for yourself or what comes after being a Chief of Staff;
you are curious how to spot “hidden” Chief of Staff roles when you are job hunting.
🎟️ Please note, there will be a 100-person limit on this event. If you are unable to attend live, we will send a recording of the event afterwards.
🎙️ More about the Speaker
Giselle Doolan has 17 years experience in technology across program management, strategy, and operations. She is currently the Chief of Staff for Data and AI at Expedia Group, and was formerly a Chief of Staff at Google. Her other experience includes roles at gFiber (formerly Google Fiber), Vivint Smart Home, Ancestry.com, and The New York Times. Her superpower is helping leaders translate ideas into action - not just giving lip service to the future, but delivering it.
💜 Ask a Chief of Staff
Ask a Chief of Staff is a premier executive search and career development platform dedicated to placing top-tier Chiefs of Staff and empowering professionals in strategic leadership roles. We serve ambitious professionals and high-growth companies by offering executive recruiting, mentorship programs, and career resources tailored to Chiefs of Staff. By addressing the lack of structured career paths for this role, we provide guidance, connections, and opportunities that accelerate leadership development and organizational success.
Learn more at askachiefofstaff.com.