AI Enablement & People Strategy Leader

Gradle

Viz.ai

Hack Reactor

StartupExperts

Stephanie Almason

People strategist building AI-fluent organizations

How to Build an AI Champions Network That Scales

Choose trusted champions who can translate AI into practical value for their teams.

Design the right champion network

Define clear roles, authority, governance, and rituals that help champions succeed.

Build an operating model that scales

Create peer learning and reuse systems that spread AI capability beyond individual experts.

Turn peer expertise into organizational capability

Build AI tools that scale your coaching, sharpen your own work, and reclaim hours for what actually matters - all without writing code.

Product Leader (Whoop, Dropbox, Nike)

Google

Microsoft

J.P. Morgan

NBCUniversal

Visa Inc.

Hilary Gridley

Head of Product | WHOOP, Big Health, Dropbox

July 2026

September

You'll get access to all four weeks of recorded content, interactive build guides, and the full course site on day one, and you work through it at whatever pace fits your life.There are optional office hour where Hilary will answer questions and help you work through any issues you're having.--Most managers are drowning. There's not enough time to coach everyone, review everything, and still do your own job. AI doesn't fix this by making you faster. It fixes it by making your team better - and by handling the work that drains you so you can focus on the work that matters.This course teaches you to build AI systems that scale your coaching, sharpen your own thinking, and get smarter the more you use them. You'll learn to separate what deserves your full investment from what deserves to be automated - and use AI to get better at both. By the end, your team will have access to your standards and judgment without waiting for your next 1:1, and you'll have a system that makes your own work clearer and less draining.

AI can do more than save you time. It can make you and your whole team better.

Automate the work that drains you and build tools that make the rest better

Learn to delegate to AI the same way you delegate to people

Turn your standards and coaching into tools your team uses 24/7

Build real applications for your team, without writing code

Build AI systems that knows how you work and who you work with

Get your whole team fluent in AI

Team leads, directors, and VPs who are the quality gate for everything their team ships and want to stop being the bottleneck.

People managers with IC responsibilities who don't have time to coach their team the way they want to and can't scale by working more hours.

First-time managers who are overwhelmed by the volume of feedback needed and find themselves lowering the bar just to keep up.

Stop being the “number explainer.” Build the stories, systems, and credibility to lead with clarity and confidence in the age of AI.

Cohort 10

Data & AI Leader, 19yrs of scaling data

Wayfair

Scotiabank

Wunderflats

ZEAL Network SE

Pier Martin

Data & AI leader with 19+ years scaling global teams, Executive coach 

Cohort 9

Cohort 11

Do you lead a data or analytics team and you keep asking yourself:<ul><li>How do I get executives to act on my insights instead of nodding and moving on?</li><li>How do I influence Product, Marketing, and Finance when none of them report to me?</li><li>How do I build real credibility on AI without just demoing tools?</li><li>How do I get my team seen as a trusted partner, not a ticket shop?</li></ul>If those are your questions, you're in the right place. The work is strong. You are just not in the room yet when the decisions get made.Here you fix that by building your own AI Operating System. A working system that keeps supporting you long after the course ends. It remembers every stakeholder you map, drafts in your voice, pressure-tests your decisions before the room, and gets sharper every time you use it. One person, operating like a team.So you turn data into stories executives repeat. You turn AI pilots into business cases that win support. And the system keeps compounding, carrying more of your load as you take on more. You own it for life.

Get in the room with the decisions - taught by a VP who still runs a data team.

How to Make Executives Act on Your Insights

How to Lead AI Change Without the Fear

How to Run a Data Team That Scales

How to Decide What Matters Under Pressure

Folks who are early in their career, focused only on technical execution, or looking to break into data/analytics should not enroll.

This course is NOT FOR everyone

It is designed for data managers, analytics leads, and heads of data already managing teams and facing leadership challenges.

This is NOT a beginner-level technical course

The Overlooked Data Manager: you ship dashboards but get talked over in strategy rooms, and want to be trusted for impact, not output.

The Stretched Head of Data: you lead 5 to 15 people, firefight all week, and need a system that shows control and builds credibility.

The New Data Leader: just promoted from IC, strong technically but light on storytelling and presence, ready to lead in the AI era.

Orchestrate AI across knowledge work. No technical background required.

Ex-Microsoft Data & AI | 2,000+ trained

riftlab.ai

Sash Mohapatra

20 years at Microsoft, engineer to Director of Data & AI Sales, Capital Markets

Cohort 4

Cohort 6

Enrolling now:🎓 Cohort 5 (NA /EU) Sessions @ 12PM EDT: Sep 22- Oct 3You're using AI. Your team is using AI. The next step is infrastructure: persistent context, repeatable workflows and connected tools. Skills that execute the same way every time. Agents that carry multi-step work while you keep the judgment. That's when capability compounds.You will build a Personal AI OS on your own machine, built in Claude Cowork and Claude Code, in plain English. No code. You're accountable for work your team now produces with AI. Building the system yourself is what tells you where the judgment has to stay.In 2 weeks you will:<ul><li>✅ Move from doing the work to designing the system that does it. Get fluent in The Orchestrator Method™</li><li>✅ Install the RiftLab Claude plugin. Layered Context, pre-packaged skills and agents</li><li>✅ Convert repeatable tasks into skills that execute with consistent results. Content writing, competitive research, automated briefs etc</li><li>✅ Build your delegation map. Sort your tasks by what AI can carry and what needs your judgment.</li><li>✅ Know what to trust AI with. Define the outcome, let the system execute, provide judgment where needed.</li></ul>

Build your Personal AI OS on Claude. Become a Certified AI Orchestrator™️

Operate by The Orchestrator Method™

Write context that carries across every session

Install a Personal AI OS that knows your work

Turn your repeatable work into reusable skills

Run your team of agents

Everything is built in plain English. If you can write a clear brief for a colleague, you can do this.

No coding background needed

Two 90-minute live sessions plus one to two hours on your own build. Office hours are optional.

4-5 hours a week for 2 weeks

The course builds in Claude Cowork and Claude Code. Both require one.

Claude subscription

Senior professionals who don't code. Directors, heads of function and specialists whose work runs on documents, analysis and decisions.

Leaders accountable for a team's output. Executives who need to judge AI work and set the standard for how their team uses it.

Founders and independent consultants. Operators running their own practice who need a system carrying the repeatable work.

From Experiments to Scale: How Leaders Build High-Performing, Trusted AI Systems

Fractional Chief Product and AI Officer

Fanatics

eBay Inc.

Walmart

Upwork

Subha Shetty

AI-first product leader, transformation coach, and advisor to F100 and start-ups

Oct 2026

Evals are having a moment - and for good reason. As AI systems move from pilots to production, leaders are confronting a hard truth: performance without trust doesn’t scale and AI drift is real.But evals alone are not the system.This workshop reframes evals within a broader, executive lens: performance + governance = trust at scale. You’ll learn how leading organizations are moving beyond isolated testing toward building AI systems that are measurable, reliable, and continuously improving.Grounded in insights from leading institutions and practitioners such as the WEF, McKinsey, Deloitte, Stanford HAI, and voices such as Dario Amodei, Andrew Ng and more - this session connects cutting-edge thinking to practical execution. This is a highly interactive session. You will:<ul><li>​Work hands-on to design and build your own eval (for an AI or agent use case)</li><li>​Explore how Guardian Agents, KYA (Know Your Agent), and feedback loops enable trust at scale Why This Matters Now The conversation is shifting from What can AI do? to Can this system scale and be trusted? Winning leaders will go beyond the best pilots - they will build high-performance governed AI systems that are continuously improving.</li></ul>

You will walk away with your first (or improved) eval. 
A trust framework with evals, governance, HITL, Guardian Agents and more...

Diagnose AI trust issues more precisely  

Build your first eval or improve an eval 

Map 20+ trust techniques to solving the issue  

Write your Governance policy 

For product/AI leaders scaling systems<ul><li>You run evals but unsure they're measuring the right things</li><li>You need a system to catch AI drift early</li></ul>

For leaders dealing with org trust<ul><li>Stakeholders are skeptical of AI and you can't articulate why</li><li>You're asked to "make AI more reliable" </li></ul>

For leaders moving from pilots to production<ul><li>You're responsible for AI quality and inherited a system with fuzzy measurement infrastructure</li></ul>

Agentic AI

Coding with AI

AI Workflows

Claude Code

OpenClaw

Vibe Coding

AI Evals

AI Transformation

RAG & Search

AI for PMs

AI for Engineers

AI for Designers

AI for Marketers

AI for Founders

Product Sense

Product Discovery

User Research

Prototyping

Growth

Analytics

Tech Foundations

Strategy

Influence

Leadership

Career Growth

Machine Learning

LLM Ops

Context Eng

Security

System Design

Figma

Design Systems

Visual Design

Design Strategy

Automation

Content Marketing

Demand Gen

Product Marketing

Positioning

Social Media

Brand

B2B Marketing

SEO & AEO

AI for Leaders

AI Governance

Communication

Management

People Operations

Exec Presence

Storytelling

Goal-setting

Personal Brand

AI for GTM

Sales

Customer Success

GTM Engineering

Everyone

Founders

Operators

Data Scientists

Business Analysts

User Researchers

Project Managers

HR Professionals

Sales People

Lawyers

Finance

Investors

Real Estate

Educators

Creators

Executives and senior leaders who set strategy, lead teams, and drive organizational outcomes.

Applying AI tools and techniques to professional workflows — assign alongside more specific AI topics.

HR and people operations professionals handling hiring, compensation, employee experience, and organizational development.

Leading organizational AI adoption — change management, strategy, and building AI-ready teams.

HR and people management — hiring, performance reviews, compensation, culture, and organizational design.