Roadmap
1. Success and Failure Cases from Secure Facilities and Beyond
• The Organize-Expert-Learn method that successful companies use in AI
• Teamwork! Prompt Engineering
• Numerical vs. text vs. context risks and their antidotes
• Compliance, regs, laws, security, and ethics
• Introduction to coding in Python, HTML, Databases
2. Identify, track and minimize risks
• AI Risk Index approach (participants complete the guided diagnostic)
• Teamwork! Practical methods to simultaneously prevent and identify error risk in AI solutions including: linked references, confidence scores, RAG checks, data trail, accountable path, chain of reasoning, prompt cleansing
3. AI for Risk Identification & Management with Live Demos (Aha Moments)
• Demo: AI-assisted risk mining from:
o Requirements
o Emails
o Meeting notes
o Stakeholder sentiment
• Building AI-supported risk registers
• AI dashboards that identify trends before they escalate
• How to ensure risk governance remains human-driven (human-in-the-loop)
4. Practical Takeaways
Participants leave with:
• The AI-assisted risk tools and Organize-Expert-Learn method
• Case studies of real successes and failures in large finance corporations
• 7 Tools to simultaneously prevent and identify risk in AI workflows
• Demonstrations
Session 2 (4 hours): Hands-On! Automation, Scripts Level I, and Risk
Deep Tools Training + Productivity Workflows + First Automations
Microsoft Copilot, GPT/Claude, and Text-Based AI Tools
• Copilot scope of abilities and what’s coming in the future
• Success cases in document wrangling
• Teamwork! Transform raw documents, meetings, and chats into useful outputs
2. Scripts Level I and Risk Mitigation
• Integrating AI into Outlook, Teams, Word, Excel
• Crafting scripts in Powershell (folders), Excel (VBA), and Outlook (VBA)
• Demo: scripts run to automate tasks within apps (table cleanup, making charts)
• Words of caution and guardrails
3. Power Automate, and AI Builder for Workflows
• Ecosystem of 30,000+ existing automations and how to apply in your workflow
• Online vs. offline automations
• Teamwork! Creating your own automation
• AI builder to craft AI recognition into workflows
4. Data Thinking Orchestration – Coordinating tools into a well-functioning system
• Structuring data into database format for ease of AI use
• Examples of linking unrelated software
• Following the data workflow
• Teamwork! Tracing your data flow
Practical Takeaways
• Useful, ready-to-use scripts in Excel, Outlook, and Powershell
• Automation library
• Confidence and skills to create your own AI-integrated automations
Session 3 (4 hours): Agentic Tools, Scripts Level II, and Risk Containment
Using agents responsibly, powerful Python-in-Excel methods, and script combos
Agents – Crafting useful agents for you
• Demo: Creating your first agent start to finish, step-by-step checklist
• Automated document creation (SOWs, briefs, meeting summaries)
• Workflow streamlining notes
• Teamwork! Ideas for simple agents (task intake, daily project summaries)
2. Scripts Level II and Risk Containment
• Integrating AI into Outlook, Slack, Word, Excel – next steps on the horizon
• Crafting advanced scripts in Powershell (folders), Excel (VBA), and Outlook (VBA)
• Demo: Python in Excel for powerful recognition, data visualization. Limits.
• Heed these corporate stories of risks!
Revisiting AI for Risk Identification & Management with Live Demos (Aha Moments)
• Demo: AI-assisted risk mining from:
o Requirements
o Emails
o Meeting notes
o Stakeholder sentiment
• Building AI-supported risk registers
• AI dashboards that identify trends before they escalate
• How to ensure risk governance remains human-driven (human-in-the-loop)
Practical Takeaways
• A risk mining script/prompt set
• A PM AI Value Matrix (how to pick the right AI tool)
• Practical scripts ready for use in Excel, Powershell, outlook
• A decision flow for AI-supported PM tasks
Session 4 (4 hours): AI Governance, Compliance, Security & Scaling
The maturity layer: safe, compliant, and sustainable adoption
Legal & Compliance Landscape
• What we need to know about:
o Data privacy
o Contractual obligations
o Government/regulatory AI requirements
o Vendor risk & procurement considerations
2. Group Work
• Each participant designs an AI-powered roadmap for their project or team
• Teamwork! Peer review with a HITL risk lens
3. AI Security
• Data leakage risks and how PMs inadvertently trigger them
• Enterprise vs. consumer AI safeguards
• Safe data-handling behaviors for PMs
• Counter-AI considerations (deepfakes, misinformation, spoofing)
4. Ethics & Human-in-the-Loop Design
• Bias detection & mitigation
• Maintaining team trust when using AI
• Ensuring transparency & traceability
• When to intentionally NOT use AI
5. Using AI for Continuous Improvement
• Building feedback loops
• Using AI to detect process inefficiencies
• AI for retrospective analysis
• Lessons from Fortune 500 AI wins & failures
• Live Q&A with examples
Practical Takeaways
• A PM AI Governance Quick Guide
• An AI risk assessment worksheet
• A safe adoption policy draft for their team
• A HITL operating model for PM tasks
Summary of Learning Progression (Leveling Up)
• Session 1 → Awareness & readiness
• Session 2 → Tool proficiency + productivity
• Session 3 → High value processes (risk, execution, planning)
• Session 4 → Governance, compliance, security, team buy-in