Chief of Staff Connect San francisco 2025
The Art of Human Alignment
Join an exceptional group of senior Chief of Staff leaders shaping the future of organizational success.
May 15-16, 2025
Filoli Historic House & Garden
Woodside, CA
Woodside, CA
May 15: Early registration and evening Mixer [location TBA]
May 16: Keynotes, workshops and connections at Filoli House & Garden
DARA CHEN
Attending the Chief of Staff Connect conference was a highly valuable way to connect with others in the role. It was a practical, engaging way to learn from and connect with the best. I not only left with a treasure trove of best practices but also gained a network of like-minded peers.
EMILIE GRAHL
Overall great conference. I most appreciated the time to network and learn from fellow CoS's, particularly the day 1 problem solving session.
.avif)
Where Elite Chiefs of Staff Unite.
Engage with a highly curated group of Chiefs of Staff from top-performing organizations, gaining insights from those driving impact at the forefront of their businesses.
- Chiefs of Staff driving strategic execution and alignment across high-performing organizations.
- Professionals navigating the unique challenges and opportunities of scaling, sustaining growth, or optimizing large, complex operations.
- CoS teams working collaboratively to align leadership priorities, manage cross-functional initiatives, and create operational clarity across the organization.
Inside COSC san francisco
Shaping the Future of Organizational
Success
Chief of Staff Connect is coming to the San Francisco Bay area! Join us for a 1-day gathering of exceptional Chiefs of Staff from the fastest growing business in the world.
Chief of Staff Connect is built around an essential focus: the role of Chiefs of Staff as the connective force that ensures alignment, collaboration, and execution at the highest levels of an organization. As trusted advisors and strategic operators, Chiefs of Staff excel at creating coherence across teams, systems, and leadership agendas, amplifying their impact with tools like AI to streamline workflows and enable data-driven decision-making.
Chief of Staff Connect is built around an essential focus: the role of Chiefs of Staff as the connective force that ensures alignment, collaboration, and execution at the highest levels of an organization. As trusted advisors and strategic operators, Chiefs of Staff excel at creating coherence across teams, systems, and leadership agendas, amplifying their impact with tools like AI to streamline workflows and enable data-driven decision-making.
COSC SF 2025 Themes
Not Just a Conference, A Catalyst for Impact
Navigating Conflict: Transforming Tension into Team Strength
Explore practical strategies to foster healthy, constructive conflict that strengthens trust, encourages diverse perspectives, and drives better decision-making.
Building Scalable Systems
Through interspersed demos and hands-on workshops, attendees will explore key operational challenges such as managing performance reviews, designing career ladders, and optimizing workflows.
Chief of AI:Leading the Future of Intelligent Operations
Dive into the pivotal role Chiefs of Staff play in evaluating AI solutions, driving adoption across teams, and ensuring responsible use through robust governance and data security practices.
9+
Expert Voices
3+
Hands-On Workshops
65+
Senior Chiefs of Staff
COSC SF Speakers
Experience The Industry’s Leading Thinkers on AI & Organizational Excellence
James Raybould
SVP & GM at Turing
Karly Gelardi
CoS to CPO at Zapier
Brandon Sammut
Chief People Officer at Zapier
Aarti Bhatnagar
Executive Coach at Cadence Operators, fmr CoS at Guild
Steven Siger
Cofounder & COO at CNaught Former CoS, US Department of Justice, Office of Legal Policy
Arnaud Rager
fmr. VP Transformation at Bio Rad, fmr. Chief of Staff at J&J
Stephanie Usry
Founder & CEO at Clutch
Richard White
Founder & CEO at Fathom AI
Diane Sadowski-Joseph
Co-Founder and Head of Product at Apply AI
Agenda
Don't miss the full
Connect experience
Check-in
Networking Breakfast
Meet your Chief of Staff peers over coffee, tea, and an amazing buffet style breakfast!
Opening Keynote
Navigating Influence: From the White House to Startup Leadership
Join Steve Siger as he shares powerful lessons from his journey as Chief of Staff at the U.S. Department of Justice to co-founding and leading operations at CNaught.
Steven Siger
Cofounder & COO at CNaught Former CoS, US Department of Justice, Office of Legal Policy
Morning Workshop
.svg)
Navigating Conflict
Turn conflict into collaboration during this interactive workshop giving you the playbook on managing leadership tension.
Aarti Bhatnagar
Executive Coach at Cadence Operators, fmr CoS at Guild
Lightning Talk #1
AI is the Unseen Operator
Learn how AI can act as a silent force, optimizing processes without disrupting human workflows.
Richard White
Founder & CEO at Fathom AI
Lightning Talk #2
Explicit Expectations
Explicit Expectations is a transformative keynote designed to empower leaders to bridge the gap between ambiguity and alignment.
Stephanie Usry
Founder & CEO at Clutch
Networking
CoS Peer Matching
Hand-selected 1:1 peer connections. Build relationships with other top Chiefs of Staff.
Break
Networking Lunch
Network over lunch and engage with fellow Chiefs of Staff in hand-selected roundtables.
Afternoon Workshop
Accelerating Successful Business Transformation
2X Chief of Staff and business transformation expert, Arnaud Rager, will lead us through a guided workshop sharing an exclusive framework on navigating organization change.
Arnaud Rager
fmr. VP Transformation at Bio Rad, fmr. Chief of Staff at J&J
Fireside Chat
Scaling with Intent – Systems for High-Growth Companies
James Raybould and Scott Amenta sit down for a discussion on how to implement structured operational frameworks to improve GTM, R&D, and other key business functions.
James Raybould
SVP & GM at Turing
Scott Amenta
Founder at Chief of Staff Network & Co-founder / Head of Product at Sylva
Presentation & Discussion
Creating the AI Spark
Brandon Sammut & Karly Gelardi from Zapier share their most important lessons transforming Zapier’s product and team into an AI powerhouse.
Brandon Sammut
Chief People Officer at Zapier
Karly Gelardi
CoS to CPO at Zapier
Tactical Workshop
Becoming the Chief of AI
This tactical workshop aims to leave you with a guide to evaluating and rolling out AI solutions and real-life examples of AI-powered workflows you can implement immediately in your day-to-day work.
Diane Sadowski-Joseph
Co-Founder and Head of Product at Apply AI
Happy Hour
Chief of Staff Mixer
Unwind and connect with fellow Chiefs of Staff over casual conversations, refreshing drinks, and tasty bites. Expand your network in a relaxed and engaging atmosphere.
9:00 AM - 10:00 AM
Networking Breakfast
Gallery
Meet your Chief of Staff peers over coffee, tea, and an amazing buffet style breakfast!
10:00 AM - 10:15 AM
Opening Remarks
Bryant Main Stage
Kick off the day with a celebration of CoS achievements, sponsor shoutouts and a preview of the upcoming sessions.
Scott Amenta
Founder at Chief of Staff Network
Rahul Desai
GM at Chief of Staff Network
10:15 AM - 11:00 AM
Winning Strategies: Planning and Execution for Maximum Impact
Bryant Main Stage
Enhance your skills with training on Enterprise Resource Planning.
Eleazar Orellana
fmr. Chief of Staff, Northwestern Mutual
Szilvia Kocsy
Chief of Staff, LinkedIn
11:15 AM - 12:00 PM
Keynote: Growing Your Business
Bryant Main Stage
Learn how to identify growth opportunities and influence your principal to take them on as a CoS.
Piyush Khandekar
CoS to COO, Reddit
Amanda Fuchs
CoS, LaunchDarkly
12:00 PM - 12:45 PM
Networking Lunch
Gallery
Network freely over lunch and engage with other Chiefs of Staff.
12:45 PM - 1:30 PM
Exiting the CoS Role
Bryant Main Stage
Explore strategies for transitioning from the CoS role to new opportunities.
Stella Treas
VP, Chief of Staff to the CEO at GitLab
Dan Katz
VP, Head of Corp Dev at Homeward Health
Juhi Kabra
CoS to CEO, Redesign Health
1:30 PM - 2:30 PM
Debrief, Closing Remarks, and Mingle
Bryant Main Stage
Recap of the day’s highlights and a final opportunity to mingle with fellow attendees.
Scott Amenta
Founder at Chief of Staff Network
Rahul Desai
GM at Chief of Staff Network
Optional: Group NYC Experience
The best strategy minds come together for an exciting NYC walk and scavenger hunt. An unforgettable city experience with your Chief of Staff peers.
PRICING
Get COSC SF tickets now!
Membership Bundles
Buy a bundled Chief of Staff Connect Ticket Chief and enjoy 1 year of Chief of Staff Network PRO Membership.
Early
Bird
Bird
Price:
$399
Limited Tickets Available
End Date: 2/28/2025
Benefits: Early bird buyers will be enrolled in a raffle for a feature interview episode on the Chief of Staff Podcast!
Regular Registration
Price:
$499
Regular Registration ends 4/30/2025
Bundle:
Ticket & PRO Membership
Ticket & PRO Membership
Price:
$1,100
This bundle includes your Chief of Staff Connect SF ticket and 1 year of CoS Network PRO Membership ($950 value), offering you extended access to the tools, insights, and community to excel in your role.
Group
Tickets
Tickets
Price:
$599
Looking to attend Chief of Staff Connect with 3+ CoS team members? Reach out to us for group pricing!
Get your ticket sponsored through L&D
Download 1-PagerDownload the Sponsorship Overview to share with your principal and make the case for why attending will accelerate your impact, expand your network, and bring back actionable insights to your team.
What Attendees Are Saying
Chief of Staff connect
delivers the results
Meg Rockman
Fractional COO and Chief of Staff, Rockman Consulting
It was SO well conducted! The thoughtful planning and effort that went into it was evident. Thank you for putting on such a great event.
Dara Chen
Chief of Staff to CEO, Rad AI
Attending the Chief of Staff Connect conference was a highly valuable way to connect with others in the role. It was a practical, engaging way to learn from and connect with the best. I not only left with a treasure trove of best practices but also gained a network of like-minded peers.
Zoe Cornish
Chief of Staff and Culture, BrightLocal
It was a brilliant event with lots of practical takeaways.Coming from the UK, I did wonder if the content would be US-centric; however, it was all super relevant.
Chief of Staff Connect welcomes leaders from the world's biggest and most innovative brands.
.avif)
.avif)
The COSC Experience
Where strategy Meets Connection
Elevate Connections, Unlock Opportunities
Experience the power of personalized networking with ConnectMatch. Through curated 1:1 sessions, Chiefs of Staff are paired with peers who share aligned goals, challenges, and expertise. These targeted connections foster meaningful conversations, unlock innovative solutions, and pave the way for long-term collaboration.
.avif)
Learn, Share, and Apply
Dive deep into the challenges and opportunities that define the Chief of Staff role through Connect Workshops. These focused sessions blend expert-led insights with peer-driven discussions, offering actionable strategies and practical solutions. Explore real-life scenarios, share experiences, and collaborate with fellow leaders to uncover frameworks you can implement immediately.
Inspiring Ideas, Transformative Insights
Be inspired by visionary keynote speakers on the Connect Stage, where thought-provoking ideas meet actionable learnings. Explore groundbreaking concepts, innovative strategies, and leadership lessons from industry trailblazers who have navigated complex challenges. These sessions will spark new perspectives, fuel your ambition, and empower you to bring transformative impact to your organization.
Recharge, Reflect, and Reignite
Immerse yourself in rejuvenating activities designed to balance mind and body through Connect Experiences. From yoga and breathing exercises to hands-on creative workshops, small-group dinners, and happy-hours these offline sessions provide a refreshing break from the intensity of the day.
COSC SAN FRANCISCO Location
Hosted at the Historic
Filoli House & Garden
Immerse yourself in an inspiring setting that blends history, beauty, and innovation.
The Filoli House & Garden provides the perfect backdrop for meaningful connections, insightful discussions, and transformative learning.
2025 COSC SF sponsors
Exclusive Sponsors & Partners
.svg)
COSC is proudly presented by the Chief of Staff Network.
The CoS Network brings a group of solution oriented minds together into an environment set up for collaboration and sharing of best practices.
Benefits of PRO Membership
Benefits of PRO Membership
- Local Events & Braintrusts
- Research & reports
- Highly engaged community of peers
- Fundamentals Course and Power Skills Certification
Buy a cosc ticket,
enjoy 1 year of PRO membership
Buy a bundled ticket to any Chief of Staff Connect event and get access to PRO Membership for 1 year.
LEARN MORE
Over the three years I've been a member, I've grown my skills and confidence as a Chief of Staff thanks to the diverse, supportive community and the many, varied professional development opportunities and resources.
I'm so grateful to be a part of the Chief of Staff Network.
I'm so grateful to be a part of the Chief of Staff Network.