In this episode, you will learn from David Nebinski, the Founder of A Chief of Staff, about his first Chief of Staff-like role. He worked at TransitScreen from 2014-2017. You will learn how he got the role, what he initially worked on, how his role evolved and more!

Adaeze Okoli, the Chief of Staff at Rethink Food, shares how her AI toolkit has transformed in just one year, from basic document review to building custom apps with Claude Code. She discusses leading AI adoption at Rethink Food, managing organizational change, and how her Chief of Staff role has evolved.

David Nebinski shares five trends impacting the Chief of Staff role in 2026. These trends are based on conversations on this podcast and from conversations at Chief of Staff events in New York and around town. It's an exciting time for Chiefs of Staff. Enjoy!

This episode is with Elliott Fisher. You will hear about what he has learned about being a 2x CoS and writer about the role. He is also bullish on AI for Chiefs of Staff, and thinks that they may be the biggest beneficiaries of this technology at companies. Enjoy!

Anne Duffy, the SVP Strategic Growth and Chief of Staff at Skift, joins David Nebinski to talk about building a career through relationships, how the CoS role evolves with a company's needs, and why emotional intelligence might matter more than any metric. They both talk about the community building work they are doing too. Enjoy!

Jordan DeTar, Director of Business Operations & Chief of Staff at Eight Sleep, breaks down what the CoS role actually looks like day-to-day: from running board meetings and launching new business lines, to automating confidential HR tasks with AI. You will also learn she thinks why AI is making the CoS role more valuable to leaders and how the role is evolving. Enjoy! 

Abhi Dewan, a Chief of Staff at Venture5, joins David Nebinski to talk career strategy, human relationships, and building your own body of work and relationships as a Chief of Staff. Abhi shares how replying to a newsletter eventually landed him a Chief of Staff role, and why genuine relationships are the only real edge in an AI-driven world. He also breaks down the different flavors of the Chief of Staff role, and how his role has evolved. Enjoy!

Learn more at: https://achiefofstaff.substack.com/

Chris Wyman is the Chief of Staff at an early-stage AI startup called Deeptune. In this episode, he shares how he landed his role through strategic networking, what his CoS job actually looks like day-to-day, and how he thinks about using AI tools to get leverage as his company scales from 4 to 20+ people.

Rachel Hopping is an Australian who quit her job and moved to New York on a leap of faith. She landed a role in the Office of the COO at a fast-growing alternative investments platform. Her broad, execution-heavy role spans offshore team management, AI automation, and strategic problem-solving. She always seeks out work rather than waiting for it. She also shares candid reflections that many CoS professionals likely will relate to. Enjoy! 

In this A Chief of Staff podcast episode, you will learn from Taiki Chung, the Chief of Staff at Flybridge, about how he got his role, why he wanted to work in venture capital, and what his role is like!