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Since 2017, we've built the leading community for Chiefs of Staff—transforming an undefined role into a recognized strategic position. Through peer-led research, world-class training programs, and a vetted network of members, we help Chiefs of Staff excel in daily execution, accelerate their development, and navigate their careers.

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The Chief of Staff network has been incredibly helpful for me, and I honestly started seeing immediate value on Day 1 of joining.

The network offers numerous opportunities to further growth, development, and camaraderie - I think it'd be challenging to navigate the CoS role alone without this group of people.

Ali Sardinia

Chief of Staff, Order.co

PRO Membership

Join 900+ Chiefs of Staff shaping the future of leadership. Get the training, connections, and peer support to excel in your role.

Career Development

Master your role with certification programs, expert-led workshops, salary data, and proven frameworks from top Chiefs of Staff.

Community & Networking

Solve problems with peers through private Slack, regional chapters, hand-selected connections, and members-only events.

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What Chiefs of Staff Are Saying

See how Chiefs of Staff are using the Network to solve problems, build skills, and connect with peers.

The Chief of Staff Network has allowed me to build meaningful relationships with industry professionals, as well as learn from other Chiefs of Staff in a safe and productive space.

Conor Sweeney

Chief of Staff, Box

The Chief of Staff Network has been an invaluable resource since the day I started the role. Through monthly sessions discussing CoS related topics, or just having a support group with shared experience, the community has been one of the centerpieces of my tenure as a Chief of Staff.

Leland Chamlin

Chief of Staff, Bowery Farming

The Chief of Staff Network is the preeminent one-stop shop for impactful Chief of Staff resources, relationship building, and knowledge sharing. The talented members of this community provide invaluable job insights to one another, forging career-changing connections for years to come.

Tyler Young

Chief of Staff to the CFO, Braze

The CoS Network brings a group of solution oriented minds together into an environment set up for collaboration and sharing of best practices. The role can be ambiguous and challenging- participating in this community of support means being able to share what you know and accelerate your impact as you lean on others’ learnings. The experience has been an invaluable investment in my career.

Mary Kate Sinha

Chief of Staff at Plastiq

This community has been a wonderful benefit to me personally as I've continued to grow in the role and coached others.

Stephen Olmstead

fmr VP, Chief of Staff at InVision

This group is invaluable for anyone that wants to succeed at a scaling start-up in a Chief of Staff role. No matter what challenge is thrown at you in the role (and you will see it all), someone in the group has been through it and can provide great insight into how they tackled the issue.

Mike Maseda

Chief of Staff at Prompt

I recently joined the Chief of Staff Network and have already made some amazing connections. When you're a chief of staff, you're often the only person in the company with that job title -- the COS Network has people in your shoes, and it's a great place for advice, brainstorming, and community. Highly recommend!

David Burt

Chief Of Staff at Atlantic Media

The Chief of Staff Network has been a blessing as I ventured into a unique position that was new - not only for myself but also for SumUp. Having access to this community makes my life easier as we’re all facing similar challenges and can freely exchange on ideas and solutions.

Jacques Hoerter

Chief of Staff at SumUp

I came across Chief of Staff Network when considering the CoS role for the first time and found the content about the role was so helpful, I immediately became a member when I officially started the position. The content and connections continued to be invaluable throughout my entire CoS journey, so much so that I was able to work myself out of the job and into a founder role faster than I anticipated. Highly recommend!

Katie Murphy

fmr Chief of Staff at HackerU

Tangible products to take away from these sessions were very useful. While great to have the “think big” conversations, it was also very nice to be able to walk away and come BACK to a real template or written framework to guide/reference.

Justin Shore

Chief of Staff, FirstNet Authority

The mental models and frameworks were fantastic! Having a practical resource that I can go back to is really helpful. It was also great to hear about the experiences of more seasoned CoS -- I found that to be particularly helpful for both new insights, and validation on my approaches/thinking.

Sara Zabukovec

fmr Chief of Staff at A Cloud Guru

An invaluable network offering impactful connections and a vast pool of knowledge. The ultimate brain trust for a generalist looking to learn and grow.

Alexandra Coleman

Chief of Staff at Hudson Valley Property Group

CoSN bridges IRL and virtual community like no other group I've ever been a part of. I consistently learn and feel connected from every interaction in the group.

Robyn Smith

Chief of Staff at Girdley Enterprises, Inc.

As a Chief of Staff, I constantly wear many hats, and being a member of the Chief of Staff Network has been invaluable. The resources they provide—like templates and decks—have been essential tools in helping me navigate the diverse aspects of my role.

Melinda Munroe

Chief of Staff at Nexla

Chiefs of Staff often operate as a one-person department with limited access to peers. The Chief of Staff Network is an incredible community to find like-minded individuals to brainstorm and problem solve with.

Megan Wendholt

Chief of Staff at Gainsight

Events

Learn tactics from experts, brainstorm with peers, and grow your network by participating in our upcoming programs.

All Events

Jan 27

Reclaiming Alignment: Mapping Purpose Through Complexity

Reclaiming Alignment: Mapping Purpose Through Complexity This is the first session of a learning series The Chief of Staff Network is hosting in collaboration with co-founders Michaela Zuckovai and Carl Miller from The Purpose Project. This event is open to all PRO members of the Chief of Staff Network with limited capacity available for other Chiefs of Staff in our community. In 2026, the Chief of Staff role is less about choosing between strategy and operations and more about continuously moving between them. That flexibility is the role’s leverage, but it also creates sustained pressure. Chiefs of Staff are often the first to feel when alignment begins to slip, long before it shows up in metrics, performance issues, or organizational friction. This workshop is designed for Chiefs of Staff who are operating inside complexity and want to stay grounded, clear, and effective without absorbing the cost of misalignment themselves. Rather than offering another framework or productivity tool, the session creates space to slow down just enough to notice what is actually happening in your role right now and how purpose functions as real infrastructure under pressure. Through guided reflection and an immersive experience, participants will explore how alignment, attention, and decision gravity are shaping their work, and how AI can be used as a thought partner that strengthens judgment rather than accelerating noise. In this session, you will explore: Where complexity and decision pressure are quietly accumulating in your role How invisible labor and misalignment show up before systems break What alignment looks like as a practical operating condition, not an abstract value How noticing earlier creates leverage later You will walk away with: Language for pressures you may have normalized but rarely named A felt reference point for staying aligned while operating at a high level One or two small, immediately applicable shifts that reduce friction and protect your energy A new perspective on using AI to support clarity, judgment, and decision making under pressure This is not a problem solving workshop. It is a recalibration for Chiefs of Staff navigating constant change.

Jan 29

Chief of AI Fellowship (AI Org Transformation)

Overview Over the course of 4 weeks, you’ll craft an AI transformation plan tailored to your organization—from defining your company’s AI strategy to building a rollout roadmap with governance and change management in mind. Each session combines strategic frameworks, real-world case studies, and peer discussion to help you confidently lead AI adoption at the executive level. Timeline Week 1: AI Strategy – What Should Your Company Do? Date: Thursday, January 29 · 12–1pm ET Define your company’s approach to AI. Learn how to align your AI investments with business goals, assess risks, and frame a strategy that earns executive buy-in. Week 2: Identifying AI Opportunities + Case Studies Date: Thursday, February 5 · 12–1pm ET Learn how to continuously uncover and prioritize AI opportunities across departments. We’ll study examples from real companies and give you a reusable opportunity-mapping framework. Week 3: Roll Out AI Successfully – Driving Culture & Adoption with Good Governance Date: Thursday, February 12 · 12–1pm ET Go beyond pilots. Discover how to roll out AI responsibly—balancing innovation with oversight, and building a culture that embraces change. Week 4: Capstone – Build Your Company’s AI Plan Date: Thursday, February 19 · 12–1pm ET In this final session, you’ll synthesize your learnings into a comprehensive AI plan, ready to present to your CEO or leadership team. Pricing $499 per participant (open to all applicants) Included with Chief of Staff Network PRO membership (no additional cost)

Feb 5

Chief of Staff Network Singapore Chapter Launch

We’re excited to host the very first Chief of Staff Network (COSN) meetup in Singapore. Date & Time: February 5, 2026, 7:00 PM - 9:30 PM SST Location: Location will be shared once you RSVP. This informal, in-person gathering is designed to bring together Chiefs of Staff and adjacent operators across Singapore for a relaxed evening of conversation, connection, and community-building. Whether you’re currently in a CoS role, working closely with senior leadership, or exploring the path, this is a chance to meet peers who understand the unique nature of the role. There’s no formal agenda — just a light introduction to COSN (Chief of Staff Network), followed by open networking and shared stories around what it’s really like to operate in (and alongside) the Chief of Staff role in the local context. What to expect: A casual, welcoming environment Meaningful conversations with fellow CoS professionals An introduction to the Chief of Staff Network and plans for the Singapore chapter Drinks, conversations, and new connections Who is this event for? This event is for operators current serving as Chiefs of Staff, Founder's Associates or in similar BizOps, strategy or related positions. Please include your current job title and company so we can verify your role and approve your registration. If you’re interested in helping shape the Chief of Staff community in Singapore, we’d love to have you join us. Spaces are limited to keep the group intimate — please RSVP to save your spot. For more information about the Chief of Staff Network and our upcoming events, programs, conferences and more, visit our website: https://www.chiefofstaff.network/

Feb 5

Chief of Staff Copenhagen Chapter Launch

We’re excited to host the very first Chief of Staff Network (COSN) meetup in Copenhagen. Date & Time: February 5, 2026, 6:00 PM - 8:00 PM CET Location: TBD This informal, in-person gathering is designed to bring together Chiefs of Staff and adjacent operators across Copenhagen for a relaxed evening of conversation, connection, and community-building. Whether you’re currently in a CoS role, working closely with senior leadership, or exploring the path, this is a chance to meet peers who understand the unique nature of the role. There’s no formal agenda — just a light introduction to COSN (Chief of Staff Network), followed by open networking and shared stories around what it’s really like to operate in (and alongside) the Chief of Staff role in the local context. What to expect: A casual, welcoming environment Meaningful conversations with fellow CoS professionals An introduction to the Chief of Staff Network and plans for the Copenhagen chapter Drinks, conversations, and new connections If you’re interested in helping shape the Chief of Staff community in Copenhagen, we’d love to have you join us. Spaces are limited to keep the group intimate — please RSVP to save your spot.

Feb 19

Amsterdam CoS Borrel (Feb 19)

We’re excited to continue growing the Chief of Staff Network (COSN) community in Amsterdam. A special thank you to Trudy Westby for generously hosting this CoS borrel and supporting the continued growth of the Chief of Staff community in Amsterdam. Date & Time: 19 February 2026, 6:30 PM Location: Shared upon confirmation of attendance This informal, in-person borrel will bring together Chiefs of Staff and adjacent operators across Amsterdam for relaxed conversation, meaningful connections, and candid discussion about the realities of operating in strategic leadership roles. As we continue to build momentum locally, this meetup is focused on strengthening relationships and fostering a committed core community. There’s no formal agenda — just a brief touchpoint on COSN and what’s ahead for the Amsterdam chapter, followed by open networking and shared stories from your experiences supporting founders and senior leadership. What to expect: A casual, welcoming environment Meaningful conversations with fellow Chiefs of Staff and operators Updates on plans for strengthening the Amsterdam chapter A small, curated group to encourage deeper connection Who is this event for? This meetup is for operators currently serving as Chiefs of Staff, Founders’ Associates, or in similar BizOps, strategy, or operations roles. Please include your current job title and company so we can verify your role and approve your registration. If you’re interested in helping shape the next phase of the Chief of Staff community in Amsterdam, we’d love to have you join us. Attendance will be capped to keep the group intimate — please RSVP to save your spot. For more information about the Chief of Staff Network and our upcoming events, programs, conferences, and more, visit: https://www.chiefofstaff.network/

Feb 19

Detroit CoS Meet Up (Feb 19)

We’re excited to bring the Chief of Staff community back together in Detroit for another in-person meetup, hosted by Lindsey Tocco. Date: 19 February 2026 Location: RSVP to get the location details! This is a relaxed, in-person gathering for Chiefs of Staff and senior operators to connect, share experiences, and build relationships with others who understand the unique nature of the role. There’s no formal programming — just thoughtful conversations, peer connections, and space to swap stories and insights from the field. Whether you’re currently in a CoS role, partnering closely with executive leadership, or operating in a similar capacity, this meetup is a great opportunity to expand your local network and reconnect with the Detroit CoS community. What to expect: Casual networking with fellow CoS professionals Meaningful, peer-led conversations A welcoming environment hosted by Lindsey Spots are limited to keep the group intimate. We’d love to have you join us.

Feb 19

CoS Miami Meetup (Thurs February 19)

We’re excited to continue growing the Chief of Staff Network (COSN) community in Miami. After our last meetup in November 2025, we’re looking forward to bringing the group back together and building a stronger, more consistent community of Chiefs of Staff and operators in the Miami area. Date & Time: February 19, 2026, 6:00 PM – 8:00 PM ET Location: Shared upon confirmation of attendance This informal, in-person gathering will bring together Chiefs of Staff and adjacent operators for relaxed conversation, meaningful connections, and candid discussion about the realities of operating in strategic leadership roles. We’re focusing on establishing a committed core group this quarter, creating the foundation for more tailored programming going forward. There’s no formal agenda — just a brief touchpoint on COSN and what’s ahead for the Miami chapter, followed by open networking and shared stories from your experiences supporting founders and senior leadership. What to expect: A casual, welcoming environment Meaningful conversations with fellow Chiefs of Staff and operators Updates on plans for strengthening the Miami chapter A small, curated group to encourage deeper connection Who is this event for? This meetup is for operators currently serving as Chiefs of Staff, Founders’ Associates, or in similar BizOps, strategy, or operations roles. Please include your current job title and company so we can verify your role and approve your registration. If you’re interested in helping shape the next phase of the Chief of Staff community in Miami, we’d love to have you join us. Attendance will be capped to keep the group intimate — please RSVP to save your spot. For more information about the Chief of Staff Network and our upcoming events, programs, conferences and more, visit our website: https://www.chiefofstaff.network/

Feb 25

CoS San Diego Meetup (Wed Feb 25)

We’re excited to bring the Chief of Staff Network (COSN) community back together in San Diego. Thanks to Mary Hendra for generously hosting this meetup and supporting the continued growth of our local Chief of Staff community. Date & Time: February 25, 2026, 5:00 PM – 7:00 PM PT Location: Will be shared upon RSVP confirmation This informal, in-person gathering is designed to reconnect Chiefs of Staff and adjacent operators across San Diego for an evening of conversation, connection, and community-building. Whether you’re currently in a CoS role, working closely with senior leadership, or exploring the path, this is a chance to engage with peers who understand the unique nature of the role. There’s no formal agenda — just a brief touchpoint on COSN and what’s ahead for the San Diego chapter, followed by open networking and shared stories about the realities of operating in (and alongside) the Chief of Staff role in the local context. What to expect: A casual, welcoming environment Meaningful conversations with fellow CoS professionals Updates and discussion about the San Diego chapter’s continued growth Conversations, connections, and a supportive peer group Who is this event for? This meetup is for operators currently serving as Chiefs of Staff, Founders’ Associates, or in similar BizOps, strategy, or operations roles. Please include your current job title and company so we can verify your role and approve your registration. If you’re interested in helping shape and strengthen the Chief of Staff community in San Diego, we’d love to have you join us. Spaces are limited to keep the group intimate — please RSVP to save your spot. For more information about the Chief of Staff Network and our upcoming events, programs, conferences and more, visit our website: https://www.chiefofstaff.network/

Mar 10

Chief of Staff Launchpad (March - April)

CHIEF OF STAFF LAUNCHPAD A rigorous, cohort-based certification for aspiring and first-time Chiefs of Staff — Welcome to the Chief of Staff Launchpad—an intensive, cohort-based certification designed to equip aspiring and first-time Chiefs of Staff with the frameworks, skills, and judgment to excel in this high-impact role. This program goes beyond functional expertise. You'll develop the interpersonal, strategic, and organizational fluency required to operate as a trusted partner to your Principal and leadership team. Through 6 live expert-led sessions, structured discussions, and actionable frameworks, you'll learn to navigate the unique dynamics of the Chief of Staff role while leveling up as a strategic leader. — KEY OUTCOMES By the end of this program, you will: • Master proven frameworks to navigate the Chief of Staff role with confidence and clarity • Strengthen your Principal relationship and build alignment with your leadership team • Define your scope and priorities—know what to own, what to delegate, and where to focus your time • Build executive presence and expand your influence across the organization • Join a lasting community of Chiefs of Staff to share challenges, strategies, and support — COURSE DETAILS Duration: 6 weeks of intensive learning Format: 6 live expert-led sessions, small group discussions, and office hours with former Chiefs of Staff and professional coaches Schedule: Weekly live sessions (Tuesdays, 12pm ET) + Office hours (Wednesdays, 12pm ET) + Welcome and Send-off mixers Certification: Digital certification badge upon completion to showcase on LinkedIn and professional profiles Important: Sessions are conducted live and are not recorded. To receive certification, participants must attend at least 5 of 6 live sessions. Office hours attendance is highly encouraged to maximize your learning and coaching experience. — WHAT'S INCLUDED • Expert-led sessions with actionable frameworks tailored specifically for the Chief of Staff role • Curated, high-trust cohort and private Slack community for ongoing peer support • Structured group coaching through dedicated office hours with experienced Chiefs of Staff and coaches • Course Buddy system for built-in accountability and connection • Actionable toolkit you can apply immediately to drive alignment and impact in your role — WHO SHOULD ATTEND • Aspiring Chiefs of Staff seeking to build confidence and a clear roadmap before stepping into the role • First-time Chiefs of Staff who want to hit the ground running with proven frameworks and community support • Operators at early-stage companies looking to structure and elevate their role for greater influence and effectiveness — SCHEDULE & SYLLABUS Session 1: CoS Role & Career Path Mar 10, 12pm ET Welcome Mixer Mar 11, 12pm ET Session 2: Strategic Planning Fundamentals Mar 17, 12pm ET Office Hours w/ Aarti Bhatnagar Mar 18, 12pm ET Session 3: Internal & External Comms Mar 24, 12pm ET Office Hours w/ Rachel Peck Mar 25, 12pm ET Session 4: Building an Effective Principal Partnership Mar 31, 12pm ET Office Hours w/ Scott & Tom Apr 1, 12pm ET Session 5: Navigating & Aligning the Exec Team Apr 7, 12pm ET Office Hours w/ Juhi Kabra Apr 8, 12pm ET Session 6: Job Search Masterclass Apr 14, 12pm ET Send-off Mixer Apr 15, 12pm ET — ENROLL NOW Visit our website to see all the details about this program. Discounts available for annual CoS Network PRO Members. Contact us for more info.

Mar 18

London CoS Mixer (Wed Mar 18)

We’re excited to bring the Chief of Staff Network (COSN) community together again in London. A special thank you to Andrea Brewster for generously hosting this mixer and helping foster a vibrant Chief of Staff community in London. Date & Time: March 18, 2026, 6:30 PM – 8:30 PM GMT Location: Details will be shared with confirmed attendees This informal, in-person mixer is designed to connect Chiefs of Staff and adjacent operators across London for an evening of relaxed conversation, networking, and community-building. Whether you’re already working in a CoS role, supporting senior leadership, or exploring the path, this is a chance to meet others who understand the unique challenges and rewards of the role. There’s no formal agenda — just a brief check-in on COSN and what’s ahead for the London chapter, followed by open networking and candid conversations about operating in and around the Chief of Staff function. What to expect: A casual, welcoming environment Meaningful conversations with fellow CoS and operator professionals Updates on the London chapter and upcoming COSN initiatives New connections and shared experiences Who is this event for? This mixer is for operators currently serving as Chiefs of Staff, Founders’ Associates, or in similar BizOps, strategy, or operations roles. Please include your current job title and company so we can verify your role and approve your registration. If you’re interested in helping shape and strengthen the Chief of Staff community in London, we’d love to have you join us. Attendance will be capped to keep the group intimate — please RSVP to secure your spot. For more information about the Chief of Staff Network and our upcoming events, programs, conferences and more, visit our website: https://www.chiefofstaff.network/

From force

multiplier

to builder

2026

For Insights

Chief of Staff Connect returns to three global cities in 2026: San Francisco (May), New York (October), and London (November).

This year's theme, From Force Multiplier to Builder, focuses on the shift from supporting strategy to owning the systems, programs, and operating models that drive measurable results. Learn how senior Chiefs of Staff are architecting scalable operations, shipping high-impact projects, and turning AI from experiment to competitive advantage.

Join senior Chiefs of Staff who are building the next generation of company execution.

Learn More

COSC SAN FRANCISCO

MAY 15 | SAN FRANCISCO, CA

COSC NEW YORK

OCTOBER 2026 | NEW YORK, NY

COSC LONDON

NOVEMBER 2026 | LONDON, UK

Thought Leadership

Discover valuable research, resources and insights for Chiefs of Staff.

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Resources

min read

Chief of Staff Salary Report 2025

The 2025 Chief of Staff Salary Report reveals record-breaking compensation and growing demand for strategic operators. Average pay rose to $167,954, up 8.5% year over year, with nearly one in four Chiefs of Staff now earning above $200K. The data highlights clear pay gains tied to experience, AI fluency, and company scale, alongside near gender parity and a shift toward AI-enabled leadership. As the Chief of Staff role matures globally, it continues to serve as one of the fastest-rising executive pathways in modern organizations.

Career

min read

Chief of Staff Job Description Checklist

The Chief of Staff Job Description Checklist is a practical tool to help Chiefs of Staff quickly evaluate job postings and distinguish strategic, well-defined roles from vague or misaligned ones.

Resources

min read

Chief of Staff Archetypes Framework

Discover the Chief of Staff Archetypes & Shadows Framework, a practical tool for understanding the dynamics between Chiefs of Staff and their Principals. Explore six healthy archetypes, their shadow expressions, and strategies to expand your impact. Download the full framework or take the quiz to find your archetype.

Career

min read

What Does a Chief of Staff Do? A Guide to the Most Versatile Role in Business

This guide breaks down the evolving role of the Chief of Staff, one of the most versatile and strategic positions in modern organizations. It explores the core responsibilities of Chiefs of Staff ranging from strategic alignment and operational execution to communication management, while highlighting how digital transformation, AI, and hybrid work have expanded their scope. Drawing on real-world examples and frameworks, the article outlines the skills that set top Chiefs of Staff apart, the challenges they face, and why the future belongs to hybrid, tech-enabled operators who thrive in ambiguity and drive cross-functional impact.

Career

min read

Why Now Is the Moment to Be a Chief of Staff

AI is reshaping the Chief of Staff role. Learn why now is the moment to become an AI-native strategic operator before the window closes in 18 months.

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