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Human-AI Collaboration

Mastering Project Management

60 Minutes • 30m Presentation • 30m Workshop
Using AI effectively in project & delivery leadership:
Clarity, trust, and better decisions

I help organizations improve performance through consulting, coaching, and training, powered by experiential learning and deep expertise in ITSM, DevOps, Generative AI, and PMO.

I wished Gen AI was there, when ...

Technical Consultant & Solution Architect
Consultant / Trainer Communication Frameworks
Consulting Manager Resource & Team Lead
ITSM / PMO Expert Workflow Optimization

Who is here today?

  • Globally Distributed Roles: PMs, Architects, Delivery leads.
  • Diversity of Skillsets: From Novice to AI-Advanced.
  • Unified Goal: Practical AI integration that respects governance.

Survey Results

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Session Objective

Empower PMs with AI-driven techniques
to enhance execution, decision-making, and collaboration
while maintaining privacy-conscious workflows.

The Roadmap

Part 1: Strategy

  • LLM Ecosystem
  • Tool Landscape
  • Governance & Privacy

Part 2: Workshop

  • Hands-on Live Session
  • 20-Prompt Library
  • Real-world Scenarios

What are LLMs?

Large Language Models are systems trained on massive datasets to understand context and generate human-like text.

Summarization

Condensing lengthy documents, meeting notes, and emails.

Drafting & Writing

Generating reports, communications, and project plans.

Risk Prediction

Analyzing historical data to flag potential project risks.

Code Generation

Automating scripts, formulas, and technical tasks.

Prompt Engineering 101

The RTF Framework

🎭

ROLE

Act as...
Set the persona & context

TASK

Do what...
Define the specific action

📝

FORMAT

Show as...
Specify the output style

EXAMPLE:

"Act as a Senior PM (Role). Draft a risk mitigation plan for a delayed migration (Task). Present it as a Markdown table (Format)."

Advanced Prompt Techniques

Variables

Use placeholders like [PROJECT_NAME] to make prompts reusable.

Chain of Thought

Ask AI to explain its reasoning step by step.

Chain of Prompts

Break complex tasks into multiple prompt steps.

The Ecosystem

Key players in the AI space.

ChatGPT (OpenAI)

The versatile pioneer.

Claude (Anthropic)

Focused on safety and large context.

Gemini (Google)

Deep integration with workspace tools.

Mistral

High efficiency for specific tasks.

The Main Pitfalls

Hallucinations

Confidently presenting false or made-up information as fact.

Bias

Reflecting stereotypes and skewing results based on training data.

Memory Loss

Limited context window leads to forgetting earlier details in long chats.

No Real Understanding

Predicting the next word based on patterns, not logic or reasoning.

Top AI-Enabled PM Tools

Trello AI

Smart automation and content generation for boards.

NotebookLM

Instant insights from your project documents.

Canva

Rapid visual creation for presentations and assets.

Notetaker AI

Automated meeting transcription and summaries.

AI Automation

Power Automate

Microsoft workflow automation.

N8N

Open-source workflow automation.

Sim

Automation and integration tool.

OpenClaw

AI automation framework.

Claude CoWork

AI collaboration workspace.

OpenCode

AI-powered coding assistant.

Game-Changing Features

Predictive Analytics

Forecasting delays before they happen.

Automated Synthesis

Turning messy notes into clean action items.

Intelligent Search

Q&A across your entire project documentation.

Dynamic Workflows

Auto-assigning tasks based on team load.

The Golden Principle

AI is your Augmentation Tool, not your replacement.
Humans remain the final arbiters of
strategy, judgment, and accountability.

Risk Registry

Stage 1: Team Builds the Registry

Identify and document risks with basic details (description, likelihood, impact, mitigation).

Assign ownership and save in a shared tool/document.

Stage 2: AI Reviews and Suggests

AI analyzes the registry and provides feedback.

Suggests additional risks, updates scores, and improves mitigation plans.

Stage 3: PM Approves and Prioritizes

PM reviews and validates the registry.

Prioritizes risks based on likelihood, impact, and AI/team insights. Finalizes and shares with stakeholders for monitoring.

"Efficiency boost: 80%. Strategic accuracy: 100%."

Governance & Privacy

Critical Security Rules:

  • Never input PII (Personally Identifiable Information).
  • Avoid proprietary code or financial secrets in public LLMs.
  • Use anonymized placeholders like [CLIENT_A] or [PROJECT_X].

Privacy-First Prompting

Technique: Redaction

"I am providing a transcript. **REDACT** all individual names and company specifics, then summarize the key technical bottlenecks."

The Project Lifecycle

🚀

1. INITIATION

📋

2. PLANNING

⚙️

3. EXECUTION

🏁

4. CLOSING

Lifecycle PH 1: Initiation

Primary AI Uses

  • Drafting Project Charters.
  • Stakeholder Identification & Mapping.
  • Initial Scope Exploration.
  • Success Criteria Definition.

Lifecycle PH 2: Planning

Primary AI Uses

  • WBS Structure Generation.
  • Risk Matrix & Mitigation strategies.
  • Schedule & Resource optimization.
  • Communication Plan drafting.

Lifecycle PH 3: Execution

Primary AI Uses

  • Status Report automation.
  • Triage of incoming issues.
  • Meeting note summarization.
  • Action item extraction.

Lifecycle PH 4: Closing

Primary AI Uses

  • Lessons Learned synthesis.
  • Post-Mortem drafting.
  • Handoff documentation.
  • ROI & Benefit analysis.

Key Takeaways

Iterate your prompt and system

Own your platform and secure data

Build a community of practice

A.W.E.S.O.M Methodology

Assessment
A.I. Readiness Assessment
Strength & Weaknesses
WebApp
Deploy a GenAI front-end
Champions Activated
Education
Train All Knowledge Workers
Daily Tasks Accelerated
Strategy
Clear Objectives & KPIs
Clear Roadmap
Old + New
Integrate Old Tech with GenAI
1 Key Workflow Accelerated
0 1 2 3 4 5
Zero Maturity AI-Driven Core

Workshop Section

Practical Prompting

20 Hand-Picked Prompts for PM Excellence

System in Motion

Stage 1

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Stage 2

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Stage 3

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🖼️ AIM Platform Screenshot
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The Hands-on Platform

🖼️ Platform Screenshot Placeholder
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We will be using this environment for our interactive exercises.

Category: Initiation Phase

Simple | Initiation

01: Project Charter Draft

"I am starting a new project [insert name]. Please draft a project charter that includes: Objectives, Scope, Key Stakeholders, High-level Risks, and Success Criteria."
Simple | Initiation

02: Stakeholder Identification

"Based on [project description], list all potential stakeholder groups. Categorize them into Direct, Indirect, and External Stakeholders."

Category: Meeting Management

Simple | Routine

03: Meeting Note Summarization

"I will provide transcripts/notes. Please summarize the key discussion points into a bulleted list. [Insert Notes]"
Simple | Routine

04: Action Item Extraction

"From these notes, extract all action items. Include: Task, Owner, and Deadline. Format it as a clear table."

Category: Core Planning

Intermediate | Planning

06: WBS Generation

"Generate a Work Breakdown Structure for [project context]. Break it down into 4 levels: Project, Phases, Deliverables, and Work Packages."
Intermediate | Planning

07: Risk Matrix Creation

"Identify 10 potential risks for [context]. Provide Impact (1-5), Probability (1-5), Mitigation, and Owner. Present in a Markdown table."

Category: Problem Solving

Intermediate | Plan/Exec

08: Resource Conflict

"Two critical projects require the same role during the same window. Propose 3 strategies to resolve this conflict (splitting, sequencing, etc.)."
Intermediate | Plan/Exec

09: Milestone Delay Impact

"If Milestone [X] is delayed 3 weeks, analyze impact on [Task 1, 2, 3]. Suggest critical path adjustments to keep go-live date."

Category: Communication & Reporting

Simple | Comm.

05: Email Draft for Delay

"Write a professional email to [Stakeholder] informing them of a [X] day delay. Include cause, new date, and mitigation steps."
Intermediate | Reporting

10: Executive Status Report

"Create a 1-page Executive Status Report. Include: RAG status, Accomplishments, Critical Milestones, Top 3 Risks, and Financial Summary."

Category: Analysis & Automation

Intermediate | Feedback

11: Stakeholder Sentiment

"Analyze feedback collected from [group]. Categorize items into Positive/Neutral/Concerning and identify top 3 recurring themes."
Complex | Automation

20: Automated Triage

"Act as triage agent for 50 tickets. Apply logic for Critical Path, Workarounds, and UI tweaks. Group by priority and report density."

Category: Retrospectives

Intermediate | Closing

12: Lessons Learned Analysis

"Identify 3 best practices, 3 critical pitfalls, and actionable recommendations for the next cycle based on [logs]."
Intermediate | Closing

13: Post-Mortem Report

"Draft a report including Project Summary, Variances, Root Cause Analysis, and Future Recommendations. Tone must be objective."

Category: Value & Transition

Intermediate | Closing

14: Project Performance ROI

"Calculate ROI and metrics for [data]. Present a summary for the CFO highlighting value delivered and payback period."
Intermediate | Closing

15: Handoff Documentation

"Generate a Handoff document. Include: System Overview, Access details, Watched items, Maintenance, and Escalation Matrix."

Category: Strategic Modeling

Complex | Strategic

16: Scenario Modeling

"Help me model 3 distinct scenarios: Optimistic, Pessimistic, and Most Likely. Contrast Finish Date, Cost, and Risk Rating."
Complex | Portfolio

17: Multi-project Dependency

"I have 3 interconnected projects. If Project X slips 4 weeks, analyze cascading impact. Identify the most at-risk project."

Category: Advanced Techniques

Complex | Technical

18: Prompt Refinement Chain

"Work step-by-step: 1. Identify bottleneck cause. 2. Propose 3 changes. 3. Draft implementation plan. 4. Write Definition of Done."
Complex | Advanced

19: Custom GPT Persona

"Act as a Senior PMO Director with 20 years exp. Persona: analytical, data-driven, direct. Always end with 'Three Hard Questions'."

Resources

🟢 Free for Everyone

Practical Application of GenAI for PMs

Applying GenAI tools & workflows

GenAI Overview for PMs

GenAI concepts, tools & use-cases

Prompt Engineering for PMs

Interacting with LLMs effectively

PMI-CPMAI™ Introduction

AI PM & CPMAI™ methodology

🔵 PMI Members Only

Data Landscape of GenAI for PMs

Data, governance, ethics & compliance

AI in Agile Delivery

Using AI to enhance agile teams

https://www.pmi.org/learning/free-online-courses

What You Should Know Next

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Q&A

Your Turn

Open discussion on challenges and insights

Thank You

Access the full library and workshop notes at the provided link.
Let's build better together.