Ask a Chief of Staff: Problem Solving Lab
🗓️ Join us on November 6th
Bring a real challenge. Help someone with theirs.
Nobody knows everything, but everyone knows something.
This is a working session, not a webinar. Everyone brings a challenge they’re facing right now, and everyone helps others work through theirs. You’ll leave with fresh perspective from trusted peers with the AaCoS community.
⚙️ How It Works
5 min: Welcome, group agreements, and a quick look at what makes a good challenge
45 min: Small groups. Each person gets ~10 minutes to share their challenge, field clarifying questions, hear how others have handled something similar, and name their next step
10 min: Back together as a full group to debrief
🙋🏻 Who It's For
Current and aspiring Chiefs of Staff. Groups will mix both, and every current CoS will have at least one other current CoS in their group.
🙏 The One Ask
Come with a real, current challenge, and come ready to dig into other people’s too. Specific works better than general. Instead of “I need a good AI notetaker. Which one should I choose?” try “I’m trying to figure out how to default the whole org to using a notetaker. How can I lead this change management process?”
💡 Not sure what to bring? Some starting points:
Getting your leadership team to actually stick to the operating rhythm you built
Rolling out a new tool or process and getting people to change how they work
Working with a principal whose priorities shift week to week
Your role keeps expanding and you need to draw a line somewhere
Getting teams aligned when you don’t have direct authority over any of them
Showing the impact of your role when most of your work is invisible
Navigating a reorg, layoff, or leadership change
Planning a board meeting or offsite on a tight timeline
We follow the Chatham House Rule: use what you learn, but what people share stays in the room.
Facilitated by Sarah Agopian-Khalifé, Community Manager at Ask a Chief of Staff
💜 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.