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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

Platform Registration

for hands-on exercices

For participants, if you have not yet registered to the platform (hands-on exercise),

get the registration details here:

https://outsized-ai-for-project-manager.pages.dev/files/

Link in the chat.

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?

Strategic Leadership & Human Capital

  • Core: 25+ years in Organizational Development, Talent Management, and Business Strategy (Petro-chem, Banking, Telecom).
  • Focus: Aligning people operations with high-impact corporate goals.

Digital Transformation & Product Innovation

  • Core: SaaS modernization, AI integration, and UX Data Intelligence (Dell, Cisco, Target).
  • Focus: Scaling global product suites and driving multi-million dollar ROI through tech.

Complex Program & Operations Management

  • Core: Big 4 veterans and Business Analysts specialized in international project delivery (World Bank, USAID) and vendor optimization.
  • Focus: High-stakes operations, procurement, and risk-mitigated growth.

Data-Driven Financial Strategy

  • Core: Integration of Data Science and Financial Planning (CFP) within the Insurance and Finance sectors.
  • Focus: Predictive modeling and data-led business analysis.
Key Regions: South Africa, India, Southeast Asia. Expertise: 15–25+ Years per Profile.

Survey Results

Survey Question 1

Survey Results

Survey Question 2

Survey Results

Survey Question 3

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.

Deepseek

Cost-effective reasoning and coding.

Kimi

Long context window specialist.

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.

Uses Cases:
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.

Human in the loop:
Example - 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

No PII

Never input Personally Identifiable Information.

Protect Secrets

Avoid proprietary code or financial secrets in public LLMs.

Use Placeholders

Use anonymized placeholders like [CLIENT_A] or [PROJECT_X].

Privacy-First Prompting

Redaction

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

Anonymization

Replace sensitive data with placeholders like [CLIENT_A], [PROJECT_X], or [COMPANY_NAME] before sharing with AI.

Context Stripping

Remove identifying context while preserving the core technical problem. Focus on patterns, not particulars.

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.

Workshop Section

Practical Prompting

20 Hand-Picked Prompts for PM Excellence

System in Motion - AI Workshops

Format

  • Onsite
  • Online

Audience

  • Public
  • Semi-Public (2-3 companies)
  • Private

Format

  • Lecture
  • Hands-on
System in Motion

System in Motion - Specialisation

Content

  • Updated every month

New in 2026

  • Hospitality business

Other services

  • Platform provider
  • AI Champion Program
System in Motion - Specialisation

SYSYEM in Motion - AIM Platform

Features

  • Secure Platform
  • Model flexibility
  • Prompt Library
  • Knowledge Base
  • Automation Integration
AIM Platform Interface

Category: Initiation Phase

Simple | Initiation

01: Project Charter Draft
/PM01

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

02: Stakeholder Identification
/PM02

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

Sample Projects
Notes / Project-Doc-01

Project Name Project Description Assigned To
Project A Using a central hub/overview of current devices in terminals, the goal is to implement a routinely follow-up procedure to ensure consistent updates of device conditions and locations, sending out frequent reports requiring confirmation from relevant managers. This will allow for a reliable single version of the truth of device location and condition. Person 1 / Person 2
Project B Creation of automated processes in a system based on files received from customers using a sandbox environment provided by HQ. This environment will be available soon. Person 3 / Person 4
Project C Move the current shared resources from one team to a central directory, which can be linked to a chatbot for easy querying. Explore options for automated templates generated based on instructions, linking relevant information from the central directory. Person 5 / Person 6
Project D Using advanced tools to scrape market data and analyze internal costs to ensure pricing remains competitive. Monitor latest news, projects and potential ideas, assembling these into a straightforward newsletter for regional management. Person 7 / Person 8

Prompt Examples
Project Charter / Stakeholder

Use Shortcut/PM01 or /PM02

Select Notes "Project-Doc-01"

Set Project Description to Project A, B, C or D:

Instead of Notes, you can copy/paste your project description at the end of the prompt.

Prompt Shortcut
Prompt Notes

Category: Meeting Management

Simple | Routine

03: Meeting Note Summarization
/PM03

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

04: Action Item Extraction
/PM04

"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
/PM06

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

07: Risk Matrix Creation
/PM07

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

Prompt Examples
WBS / RISK

Use Shortcut/PM06 or /PM07

Select Notes "Project-Doc-01"

Set Project Description to Project A, B, C or D:

Instead of Notes, you can copy/paste your project description at the end of the prompt.

Prompt Shortcut
Prompt Notes

Category: Problem Solving

Intermediate | Plan/Exec

08: Resource Conflict
/PM08

"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
/PM09

"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
/PM05

"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
/PM10

"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
/PM11

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

20: Automated Triage
/PM20

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

Prompt Examples
Stakeholder Sentiment

Use Shortcut/PM11

Select Notes "Project-Doc-02"

Instead of Notes, you can copy/paste your own document at the end of the prompt.

Prompt Shortcut
Prompt Notes

Category: Retrospectives

Intermediate | Closing

12: Lessons Learned Analysis
/PM12

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

13: Post-Mortem Report
/PM13

"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
/PM14

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

15: Handoff Documentation
/PM15

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

Category: Strategic Modeling

Complex | Strategic

16: Scenario Modeling
/PM16

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

17: Multi-project Dependency
/PM17

"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
/PM18

"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
/PM19

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

Prompt Examples
Custom GPT Persona

Use Shortcut/PM19

Select Notes "Project-Doc-01"

Instead of Notes, you can copy/paste your project portfolio at the end of the prompt.

Prompt Shortcut
Prompt Notes

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

Key Takeaways

Iterate your prompt and system

Own your platform and secure data

Build a community of practice

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 Do Next

1: Write yourself an email, with 3 actions items, based on this session.

2: If you don't have one already, build your own prompt library

3: Ensure you have a private/secure platform

4: Join a community or build one in your organization.

5: Register to our Newsletter:
https://system-in-motion.com/en/newsletter/

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.