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Ask a Chief of Staff

Ask a Chief of Staff is the premier resource for Chiefs of Staff looking to secure high-impact roles and drive results. askachiefofstaff.com/

askachiefofstaff.substack.comRSS feed ↗20 episodes

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Latest episodes

Issue 101: Reality Is What the Other Person Thinks You Said

Why Communication Intelligence™ (CQ) Is a Chief of Staff's Strategic Advantage

Member Exclusive: The Meeting Framework That Actually Gets Decisions Made

Because "we'll circle back on that" isn't an outcome

🥳 Issue 1️⃣ 0️⃣ 0️⃣: What I've Learned After 100 Issues

On building in public, getting things wrong, and what I believe now

BONUS: Your Board Meeting Isn't a Review. Stop Running It Like One.

Zeck's Robert Wolfe on why the board meeting feels like theater, and how Chiefs of Staff can rebuild it into something worth the time

Issue 99: Escaping the Executive Presence Trap

Real presence can't be coached into you. It's reclaimed, not performed.

Issue 98: The First 3️⃣ 0️⃣ Days as a New Chief of Staff

One Chief of Staff shares her onboarding experience and where theory meets reality

Member Exclusive: The New Chief of Staff's Survival Guide to the First 3️⃣ Months

A practical playbook for building trust, creating leverage, and delivering impact in your first 90 days

Member Exclusive: How to Build the Team Everyone Wishes They Worked On

A practical framework for Chiefs of Staff who hold everything together

Issue 97: How Chiefs of Staff Protect Company Culture in the Age of AI

In the race to AI-native, almost no one is asking what we lose along the way

Issue 96: From Bottlenecks to Builders

How Chiefs of Staff can help teams diagnose what to automate (and actually build it)

Issue 95: Parental Leave Isn’t Just Policy. It’s Culture.

Because what people feel safe doing matters as much as what they’re allowed to do

Member Exclusive: Juggling as a Chief of Staff with Kids

A candid conversation about what it actually takes to juggle high-stakes leadership with raising tiny humans

Issue 94: You’re Using Claude Like a Search Engine

Here’s what it looks like when you use it like a Chief of Staff

Member Exclusive: When Everything Goes Wrong

The crisis communication playbook every Chief of Staff needs

Issue 93: Why Operating Models Need to Change in the Age of AI

And how the Chief of Staff is uniquely equipped to deliver organization-wide AI-powered gains

Issue 92: What Does a Series C Chief of Staff Do?

Hear it directly from 4️⃣ Series C Chiefs of Staff!

Issue 91: Trust Isn’t a Soft Skill. It’s Architecture.

How organisational design determines whether strategy survives scale.

Member Exclusive: Escaping the Chief of Staff Career Trap

A proven framework for designing your next move when you're good at everything, but not sure what's right for you

Issue 90: A Chief of Staff's Guide to Leading Organizational Transformation

The frameworks that drive successful organizational change at any scale

BONUS: Mastering Extreme Time Zones as a Chief of Staff

Strategies for thriving (not just surviving) in global distributed teams