LEARN · Level 1 · Foundations
Foundations
Week 1 · Foundations
I
Checkpoint I
Unlocks Weeks 3 and 4
LEARN · Level 2 · Practitioner
Practitioner
Week 3 · Daily habits
II
Checkpoint II
Unlocks Weeks 5 and 6
Week 6 · Habit & capstone
III
Checkpoint III
Fundamentals complete → Cohort Cowork
LEARN · Level 3 · Builder
Builder
Week 7 · Start building
LEARN · Team Cohort
Team Cohort
Requires completing Foundations, Practitioner and Builder
Vocab & workflow audit
Workflow audit: where AI fits Hardware-eligible
Claude Desktop + connector setup Hardware-eligible
Prompt library & live workflows
Champion model & MCP literacy
ROI measurement & showcase
✓
Cohort Badge
Cohort Cowork complete
BUILD · Project Build
Project Build
Requires completion of Cohort Cowork
Design
Build Your Own Task Manager Hardware-eligible
Build Your Own CRM Hardware-eligible
✓
Project Badge
Project Build complete
ONGOING · Partnership
Ongoing Partnership
Requires completion of Project Build
Onboard & integrate
Quarterly cadence
Multi-agent systems Hardware-eligible
Coordinated agents & orchestration Hardware-eligible
Risk & renewal
✓
Partner Seal
Partnership active
ONGOING · Long-term Advisor
Long-term Advisor
Requires completion of Ongoing Partnership
Annual strategy
Annual strategy roadmap (board) Hardware-eligible
AI-native org design review Hardware-eligible
✓
3-Yr Seal
Long-term
Rank ladder · earned by submitting The Crossing (your shipped artifact)
Gen-0 · NewcomerDefault on join
Gen-1 · AI OperatorSubmit 3 Intro artifacts
Gen-2 · AI BuilderSubmit 4 Intermediate artifacts
Gen-3 · AI ArchitectSubmit 2 Advanced artifacts
Gen-4 · AI ForerunnerMentor + co-host events · CrossGen alumni
★ INTRO
★ INTRO
The CRIT Method · Engineering Your AIBuild a CRIT prompt library
AI as Your New Intern · The Manager MindsetLog 10 managed-AI cases
Daily AI HabitsRun "My AI day" for 14 days
Grounding AI in Your Own FilesWrite a 1-page cited briefing
AI for Writing & EditingBuild a before/after writing pack
★★ INTERMEDIATE
Requires Gen-1 · submit 3 Intro Crossings
★★ INTERMEDIATE
Controlling Probability · Hallucinations & ContextCatch and fix 5 hallucinations
Inbox & Email AutomationBuild an inbox assistant + 2-week log
Meetings & Notes IntelligenceRun your workflow on 3 meetings
Claude Projects · Your Custom AssistantBuild a Project + 5 real uses
Spreadsheets, Data & AnalysisClean a dataset + write the memo
Marketing & Content WorkflowsTurn 1 idea into 4 content pieces
Customer-Facing AIShip a live customer workflow
Skills Library · Reusable WorkflowsBuild 5+ Skills + a usage log
Accidental Coding · Reading Code Without FearShip a Claude Code script
AI Security & Responsible UseWrite an AI use policy + run an audit
★★★ ADVANCED
Requires Gen-2 · submit 4 Intermediate Crossings
★★★ ADVANCED
Prompt Chaining & The Editor PatternChain 3 real tasks end to end
Artifacts & Live DeliverablesBuild 3 live artifacts
End-to-End Agentic Workflows in ClaudeShip a verified agentic workflow
🎟 LIVE IN-PERSON EVENTS
Build Your Own AI Daily HabitGen-1
Build Your Own Inbox TriageGen-2
Build Your Own Claude ProjectGen-2
Build Your Own CRMGen-3
Build Your Own Custom AgentGen-3
Co-host a Live Event with CrossGenGen-4