Agile Kolkata 29-30 Aug 2025 | Workshop - Leading Through Uncertainty: Strategy, AI & Agility in Action by Pitam Chatterjee
- 1. Leading Through Uncertainty: Strategy, AI & Agility in Action www.agilekolkata.com
- 2. Who are we: Welcome & Warm-up (Icebreaker - 10 min) Quick Introduction–Kill the Post Lunch Slumber www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 3. “Why Are We Here?” • Understand leadership culture in AI- driven Agile environments • Break down AI myths in project execution • Learn tools to lead through chaos Workshop Agenda & Takeaways (3 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 4. Leadership Quadrant Room Signs – Please move based on the leadership style you identify with • Empath • Executor • Visionary • Navigator Mindset Map – The Leadership Compass (8 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 5. “AI is Not Your PM – Yet!” • Unchanging Agile Values vs. AI Disruptions • Example: Estimation shifts, Bid Management automation • Interactive Mini-Debate: Will AI make Project Managers obsolete? (Voice Vote) Agile Meets AI – What’s Changing, What’s Not (10 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 6. “BS-Bingo: Decode or Die” • Buzzwords (Agility, Velocity, Strategic Alignment, AI transformation...) • Let’s write what it means to their team / context • Group Discussion: Top 3 decoded words win a prize Goal: Clarify misunderstood terms 5-Minute Challenge – From Buzzwords to Beliefs (10 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 7. “Can You Fix the Flood?” • Real-world scenario: Urban Waterlogging • Teams design a 3-step agile plan to influence the municipality • Gamification: Leaderboard (feasible + timely + inclusive) • Each group presents in 1 min • Learnings linked to AI, project estimation, team collaboration Case-in-Point – Water Inundation Game (15 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 8. “The Chaos Chair” • One participant is the leader; others act as team members with hidden conflicts • Scenario: AI-led bid delay due to inaccurate estimation • Debrief: What leadership style worked, what flopped? • Outcome: Reflective + humorous + learning-oriented Role Play – Leadership in Chaos (10 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 9. “Your Leadership Survival Kit” • Participants write: 1 Personal leadership belief they’ll change • 1 Agile technique to adopt • 1 AI myth they’ll challenge • Stick these on a “Survival Wall” • Anchors the session in personal reflection Sticky Takeaways – Build Your Toolkit (7 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 10. “No More BS: Ask What You Really Want” • Open floor/AMA • Rapid answers or myths busted by Pitam • Reviewer/Organizers can join to reflect on takeaways Slide 9: Wrap-Up & Ask Me Anything (10 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/
- 11. From Workshop to Action” • Feedback form • Get connected over LinkedIn – to network, to collab, to grow • Pledge to stay human enough to look for Signal amidst the Noise Slide 10: Call to Action + Feedback (7 min) www.agilekolkata.com https://www.linkedin.com/in/pitam-chatterjee/