Chief of Staff Network
Chief of Staff Network
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…
Recent Episodes
Speaking Directly When No One Else Will with KJ of Bifrost AI
Sep 2, 2026Kartikeya Jaiswal (KJ), Head of Strategy and Operations at Bifrost AI, discusses his six-year journey in chief of staff and CEO office roles across two startups—The Parent (Series B to D) and Bifrost (pre-seed to Series A). The episode explores why the chief of staff role demands the courage to speak hard truths respectfully and directly when no one else will, and covers the evolution of his responsibilities from CEO support to go-to-market strategy and corporate development at a physical AI robotics company.
You Are the Product: Managing Yourself as a Chief of Staff
Aug 26, 2026BreeAnne Yek, Chief of Staff at a Series A MedTech and luxury wellness startup, discusses her philosophy of managing oneself as a foundation for effective leadership. Drawing from her nonlinear career spanning Singapore's public sector, oil and gas services, and climate tech startups, she explores behavioral design, the tension between people and processes, and how self-awareness enables better relationships with principals and teams. The episode covers influencing without authority, navigating cross-cultural dynamics in startup environments, and what lies beyond the Chief of Staff role.
A Second Brain, Not an Assistant: beehiiv's Chief of Staff Model
Aug 19, 2026Tyler Denk, co-founder and CEO of beehiiv, and Brian Schneider, his Chief of Staff, discuss the evolution of their working relationship from Morning Brew through to beehiiv, emphasizing radical transparency as an operating principle and the distinction between a Chief of Staff as a 'second brain' versus an executive assistant. They explore how beehiiv's philosophy of building enterprise-level software democratized for all creator sizes has shaped company culture, decision-making, and the specific dynamics that make their principal-CoS relationship effective after three months in the role.
Why the Chief of Staff Should Own AI Adoption, with Zen Foo
Aug 12, 2026Zen Foo, Chief of Staff at Aspire (a YC-backed fintech company in Singapore), discusses why the Chief of Staff role is uniquely positioned to lead AI adoption across organizations. He outlines three stages of AI enablement—from hype to chaos to governance—and emphasizes that getting people to their "magic moment" is more important than metrics or mandates. The conversation covers balancing likability with respect, protecting principal trust, and how the Chief of Staff role has shaped his personal judgment and empathy.
Why Slowing Down is a Chief of Staff Superpower
Aug 5, 2026Carrie McMahon, a two-time Chief of Staff currently at Horizon3.ai, discusses how energy management functions as a core performance strategy for strategic operators. Drawing from her background in go-to-market and operations across Zendesk, Coda (now Superhuman), Benevity, and Productboard, combined with her training as a certified yoga and breathwork instructor, she explains how slowing down and regulating the nervous system directly improves decision-making quality and leadership presence. The episode challenges the notion that wellness is a perk rather than a prerequisite for sustained high performance in fast-paced tech environments.
The Incognito Test: Why Most AI Work Reveals Nothing About the Person
Jul 8, 2026Map Before You Buy: A Chief of Staff AI Playbook
Jul 1, 2026Kanika Chaudhary, Founder's Associate and Chief of Staff at PeopleIX, discusses how organizations misunderstand AI transformation and why chiefs of staff inevitably become owners of these initiatives by default rather than design. PeopleIX uses conversational AI to interview entire organizations and surface how work actually gets done, revealing that leadership hypotheses about company operations are almost always wrong. Chaudhary argues that successful AI transformation requires mapping organizational foundations before buying tools, and that the real work is change management and people alignment, not technology selection.
AI Is a Productivity Boost, Not a Compass with Eric Nehrlich
Jun 17, 2026Steering AI at a Privacy-First Company with Delong Lu
Jun 10, 2026Escaping the Doer Trap with David Kirby
Jun 3, 2026
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