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12 episodes

The Chief of Staff Podcast

by Chief of Staff Network · English

The Chief of Staff Podcast is hosted by Scott Amenta, Founder of the Chief of Staff Network — a global community of CoS with local chapters across 25+ cities. Every week, Scott sits down with Chiefs of Staff and senior operators to unpack the frameworks, hard lessons, and unwritten rules of one of the most consequential roles in business. This isn't an outsider's take on the role. It's the conversation happening inside the world's largest CoS community. Whether you're a Chief of Staff trying to get better at the job, someone considering the role for the first time, a founder or CEO trying to understand what a great CoS looks like, or a senior operator who just wants to think more clearly about how organizations work, this show is for you. New episodes every Wednesday.

Latest episodes

All episodes

Is Chief of Staff a Dead-End Role? What 3,000 Careers Show

The 2026 Cheapest Staff Pathways Report analyzes whether the Chief of Staff role is a dead-end by tracking nearly 3,000 chiefs of staff career outcomes and job-market expectations.

11 Nov 2026 · 39m · 18 chapters

Following Your Principal Into a New Job with Danielle Skowronek

Danielle Skowronek’s experience following her principal, Kara Trent, from Under Armour’s Americas leadership role into Kara’s new merchandising/premier product-creation role—rebuilding operating…

4 Nov 2026 · 35m · 14 chapters

Chief of Staff to the CEO, or to the Business? with Ryan Kelly

Ryan Kelly, the first Chief of Staff at Veramark, explains how to define and run a new “chief of staff to the business” role—especially in a fully remote, Series B workplace trust company—by building…

21 Oct 2026 · 1h 1m · 24 chapters

Why AI Can't Be a Chief of Staff with Sawyer Middeleer

Why AI can’t replace a chief of staff; how to use AI for real operational change without creating “slop.” Sawyer argues companies should map end-to-end processes first, decide what AI should and…

14 Oct 2026 · 50m · 15 chapters

Who Owns Culture? Yorm Ackuaku Changed Her Mind

Who “owns” culture during leadership change, and how a chief of staff protects it by creating operating rhythms, forums, and consistent leader behavior.

7 Oct 2026 · 39m · 14 chapters

Inside the Family Office: The Chief of Staff Role with Donald J Cunningham

How a chief of staff–style role works inside ultra-private family offices, especially the head of family office function for a senior Qatari royal family member; how to manage a principal’s unlimited…

30 Sep 2026 · 1h 10m · 22 chapters

What AI Policy Is Borrowing From Humanitarian Work with Anna Aden

The episode explores how humanitarian experience informs AI policy and the chief of staff role inside a global political institute.

23 Sep 2026 · 1h 1m · 21 chapters

Speaking Directly When No One Else Will with KJ of Bifrost AI

KJ (Head of Strategy & Operations at Bifrost, Singapore) discusses how to speak compassionately yet directly and bluntly, how the chief of staff role is misunderstood in Southeast Asia, and how he…

2 Sep 2026 · 1h · 25 chapters

You Are the Product: Managing Yourself as a Chief of Staff

Managing yourself as a Chief of Staff—“you are the product.” People-before-process, influencing without authority, principal–chief alignment, and how fractional/part-time deployment works.

26 Aug 2026 · 52m · 21 chapters

A Second Brain, Not an Assistant: beehiiv's Chief of Staff Model

beehiiv’s “second brain” chief of staff model—how radical transparency, CEO-chief of staff autonomy, and operating cadence work in practice.

19 Aug 2026 · 53m · 24 chapters

Why the Chief of Staff Should Own AI Adoption, with Zen Foo

Zen Foo argues that the Chief of Staff is best positioned to lead AI adoption because the role naturally context-switches, understands cross-functional needs, and can drive change management.

12 Aug 2026 · 53m · 20 chapters

Why Slowing Down is a Chief of Staff Superpower

The episode argues that “slowing down” is a chief of staff superpower because energy management (nervous-system regulation) improves decision-making, reduces reactivity, and helps leaders and teams…

5 Aug 2026 · 32m · 17 chapters