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Chief of AI 
Fellowship

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Apply nowLearn more
Join 900+
CoS members

Chief of AI Fellowship

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Join 900+
CoS members

Chief of AI
Fellowship

The Premier AI Strategy Fellowship for Senior Operators.

– Program starts May 21, 2025
– PRO Member enrollment opens April 23, 2025
– Regular enrollment opens April 28, 2025

Join the Waitlist

Lead the AI Revolution: A Fellowship for Chiefs of Staff

Drive AI Strategy at the Executive Level
Master AI Tools & Automation
Become an AI Champion in their organization

Fellowship Benefits

The Chief of AI Fellowship is a hands-on, immersive program designed for Chiefs of Staff and senior operators looking to lead AI-driven transformation in their organizations.

Develop AI Strategy & Execution Skills

Learn how to craft AI roadmaps, implement AI solutions, and manage organizational change.

Hands-on AI Training

Go beyond theory with live exercises, automation workshops, and AI tool implementation.

Expert-Led Sessions

Gain insights from AI leaders, technologists, and seasoned operators using AI in real-world business environments.

Exclusive Peer Community

Join a cohort of ambitious operators shaping the future of AI-powered organizations.

The program

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Chief of Network Fellowship enrollment

$142
March 24 - May 12 2025
Register today
Last day to enroll: March 2021
Week 1

AI Fundamentals for Operators

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Week 2

Evaluating & Selecting AI Tools

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Week 3

Automating Workflows with AI

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Week 4

AI for Decision-Making

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Week 5

AI Strategy & Leadership

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Week 6

AI Consulting & Implementation

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Week 7

Capstone Project

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Who is the fellowship for?

Chiefs of Staff & BizOps Leaders
Head of Business Operations
Future AI Consultants
Strategy & Innovation Leaders
Product & Growth Leaders
Chief Operating Officers
Business Transformation Leaders
AI-Driven Growth & Marketing Strategists

The Program

Over the course of 6-weeks, you'll develop a deep understanding of AI strategy, automation, and decision-making, while gaining practical experience in evaluating, selecting, and implementing AI solutions.

Chief of AI Fellowship enrollment
Starting May 21, 2025
– PRO Member enrollment opens April 23, 2025
– Regular enrollment opens April 28, 2025
Register today
Chief of Network Fellowship enrollment
$152
March 24 - May 12 2025
Last day to enroll: March 2021
Register today
Chief of Network Fellowship enrollment
$132
March 24 - May 12 2025
Last day to enroll: March 2021
Register today
Chief of Network Fellowship enrollment
$142
March 24 - May 12 2025
Last day to enroll: March 2021
Register today
Chief of Network Fellowship enrollment
$152
March 24 - May 12 2025
Last day to enroll: March 2021
Register today
Chief of Network Fellowship enrollment
$162
March 24 - May 12 2025
Last day to enroll: March 2021
Register today

Week 1

AI Foundations for Business Operators

Gain a clear understanding of AI concepts, industry trends, and practical applications to identify high-impact AI opportunities within your organization.

Date: Wednesday, May 21 – 12pm ET

Meet your Instructor
Diane Sadowski-Joseph
Co-Founder and Head of Product at Apply AI
Diane is a leadership expert and former Head of Product at LifeLabs Learning, now co-founding Apply AI to help organizations scale AI capabilities with a human-first, business-grounded approach.

Week 2

Evaluating & Selecting AI Solutions

Learn how to assess AI tools using business-driven frameworks, ensuring alignment with your company’s strategic goals and operational needs.

Date: Thursday, May 28 – 12pm ET

Rahul Desai - Chief of Staff Network General Manager
Meet your Instructor
Rahul Desai
General Manager, Operators: Chief of Staff Network, BizOps Network
Rahul Desai is the General Manager of the Operations cluster at Sylva, where he supports communities of operators in scaling their impact and navigating the evolving landscape of business and technology.

Week 3

AI-Driven Workflow Automation

Discover how to implement AI-powered automation to streamline processes, improve efficiency, and reduce manual workloads across teams.

Date: Thursday, June 5th – 5pm ET

Meet your Instructor
Cortney Hickey
Executive Business Partner to the CEO at Zapier
Cortney is an operator and strategist leveraging AI to streamline operations and unlock growth across teams. She specializes in practical AI adoption, bridging the gap between emerging tools and real business impact.

Week 4

AI for Decision-Making & Business Intelligence

Leverage AI-driven analytics, forecasting, and visualization tools to enhance data-informed decision-making and strategic planning.

Date: Thursday June 12 – 12pm ET

Meet your Instructor
Abhishek Vora
Chief of Staff @ LaunchDarkly
Abhishek Vora is a seasoned GTM and operations leader with over a decade of experience scaling B2B SaaS startups. Currently at LaunchDarkly, he focuses on driving growth through data-driven strategies and operational excellence.

Week 5

AI Implementation & Change Management

Master the principles of AI adoption, governance, and stakeholder engagement to drive successful AI integration within your organization.

Date & Speakers: TBA

Week 6

Capstone Project & AI Strategy Presentation

Apply everything you’ve learned by developing and presenting a real-world AI strategy and implementation plan tailored to your organization.

Date: Thursday June 26 – 12PM ET

Rahul Desai - Chief of Staff Network General Manager
Meet your InstructorS
Rahul Desai
Executive Coach and fmr, CoS @ Guild
Rahul Desai is the General Manager of the Operations cluster at Sylva, where he supports communities of operators in scaling their impact and navigating the evolving landscape of business and technology.
Scott Amenta
Founder, Chief of Staff Network
Scott is the Co-Founder and Head of Product at Sylva, where he builds and invests in community-driven businesses. A former Chief of Staff, he also founded the Chief of Staff Network and BizOps Network, helping operators scale executive impact and lead AI adoption across organizations

Download the Chief of AI Report