Welcome to the AI Leadership Pilot
Enter your full name to begin tracking your onboarding progress. You'll only need to do this once.
Please enter your full name to continue.
Enter your full name to begin tracking your onboarding progress. You'll only need to do this once.
Please enter your full name to continue.
No technical experience required. This is a learning environment where questions are welcomed, mistakes are expected, and every participant brings expertise that matters. You are here because your leadership perspective shapes how DC CAP uses AI responsibly.
This pilot produces leaders who use AI effectively, govern it responsibly, and build the unit-level environments that scale to the full organization. This initiative is funded by a $600K KPMG grant and represents DC CAP's position at the leading edge of nonprofit AI adoption.
Advance all participants toward regular AI use in daily workflows, measured by pre/post assessment across five fluency dimensions. 70%+ demonstrate three or more observable fluency behaviors by Day 60.
Create conditions where participants experiment openly, share failures productively, and build confidence through practice. Weekly confidence scores trend upward. Facilitation transitions from leader-led to champion-facilitated.
Build a peer learning ecosystem where knowledge transfers through champion networks and distributed facilitation. Each unit produces at least one champion candidate. Participants teach techniques to peers.
Document measurable time savings and workflow improvements. Each participant captures at least one before/after comparison. Minimum two workflow redesigns per unit, six total across the pilot.
Move beyond doing the same things faster toward building fundamentally new capabilities. At least one unit demonstrates an AI-enabled capability that could not exist at current quality or scale without it.
All participants complete governance orientation and demonstrate responsible data classification. Zero Tier 1 or Tier 2 data incidents. AI-assisted outputs carry clear human ownership and review checkpoints.
Full goal detail and measurement framework: KPI Framework | Governance goals: AI Governance Framework
100% of participants have attempted Claude on a real work task
Each participant has identified at least one workflow where Claude saves time or improves quality
Measurable fluency growth on pre/post assessment; 3+ reusable workflow templates documented; capstone presentations completed
Onboarding runs the week of April 6–10. Complete these prerequisites at your own pace, then join lunchtime office hours to discuss, collaborate, and get started.
Captures your baseline across 5 constructs: AI orientation, learning orientation, current AI use, AI knowledge, and applied skills. Takes about 8 minutes. Complete this first so we have your starting point before you dive in.
~8 minYour operational foundation. One guide covers how Claude works at DC CAP — interfaces, file management, Skills, and responsible use. The other covers data handling, approved use cases, and organizational guardrails. Review both before moving to Step 3.
~30 minTwo free Anthropic Academy courses. Claude 101 teaches the basics of working with Claude: features, prompts, and navigation. AI Fluency for Nonprofits applies the 4D framework to mission-driven work. Both earn certificates. Required before your first Claude session.
~1 hourVerify each course separately. Paste your certificate URL or enter the name shown on your certificate.
Lunchtime Office Hours
Once you've completed your prerequisites, jump into our lunchtime office hours with Angela Cammack and Preston Magouirk. These are open, collaborative sessions where pilot leaders discuss the process, ask questions, showcase what they're thinking about and creating, and learn from each other. Bring your ideas, your questions, and your first experiments. This is a leadership pilot — the energy comes from the room.
Account provisioning is conditioned on completing all three prerequisites.
This pilot produces leaders who shape the AI environment for their department. By Week 8, each leader defines what goes into their unit's Claude workspace: which organizational knowledge to load, which skills and projects are worth implementing, and which practices are worth streamlining. That environment becomes the foundation for how your team works with AI during Q1 rollout. First, you become a fluent user. Then, you build the intelligence layer for your unit and the organization.
Build your own fluency. Complete activities. Practice with real work. You can't teach what you haven't practiced.
Identify the organizational knowledge, skills, and projects your unit needs. Define which workflows benefit most from AI, what governance considerations apply, and how your team's environment should be structured. Bring questions to sessions.
Present your environment design to the cohort. Get feedback on what to include, what to cut, and where cross-unit connections strengthen the whole system. The cohort's collective judgment makes every unit's setup stronger than any one leader could build alone.
Finalize your unit's AI environment. Present it at the capstone. Your team inherits the intelligence layer you designed during Q1 rollout. You built it. You own it. You lead the adoption in your unit.
Starting Week 2
Begins post-break
35 Minutes
Structured session time
Attendance Expected
Sessions build on each other
Check your calendar for the recurring invite. Week 1 is asynchronous onboarding; AI Fridays begin Week 2.
Everything you need, in one place.
Interfaces, files, skills, governance, responsible use
View Reference →Interactive drag-and-drop exercise for the 4-tier governance system
Start Practice →Four structured activities for your first three weeks
Available in Week 3
Real-world workflows with modality frameworks
Available in Week 4
Data classification, responsible use, incident response
View Framework →Comprehensive guide to Chat, Cowork, Projects, Skills, and Connectors
View Guide →Three-tier measurement: engagement, proficiency, and impact targets for the board
View Framework →30-second weekly check-in. Tracks iteration, confidence, wins, and struggles.
Submit Check-In →Opening rituals, session structure by phase, and the 8-week facilitation transition plan
View Guide →Hands-on skill-building exercises
Coming April 21
Everything T3 candidates need to train the org
Coming May 9
Your 5-slide showcase presentation
Available May 19
Every pilot term in everyday language, with why it matters for your work
View Glossary →Free courses from the team behind Claude. "Framework & Foundations" for all participants; "Teaching AI Fluency" for T3 candidates.
Open Academy →You CAN:
Check First:
If your task involves student names, financial details, or partner-specific terms → consult the governance framework
Always:
Review every output before sending. Claude drafts; you own what goes out.
Small, digestible content to build your AI fluency — one day at a time.