Application Guide

How to Apply for Senior Engagement Manager, Scenarios Advisory

at Windfall Trust

🏢 About Windfall Trust

Windfall Trust is a nonprofit focused on preparing society for economic disruption caused by transformative AI. It's a mission-driven organization where you can directly shape how institutions understand and respond to AI's impact, working with senior leaders in government, finance, and philanthropy.

About This Role

As Senior Engagement Manager, you'll lead custom scenarios engagements with senior partners, designing and facilitating workshops that translate complex AI economics into actionable frameworks. This role is impactful because you'll help decision-makers navigate uncertainty and make strategic choices about AI's societal implications.

💡 A Day in the Life

A typical day might start with a call with a client to refine the scope of a scenarios project, followed by designing a workshop agenda and creating briefing materials. After lunch, you might facilitate a 3-hour workshop with senior partners, then synthesize key insights into a strategic memo. The day ends with coordinating with your team on deliverables and planning follow-up sessions.

🎯 Who Windfall Trust Is Looking For

  • Proven experience leading strategic engagements with C-suite or senior government stakeholders, ideally in a consulting or advisory capacity.
  • Expert facilitator who can design and run interactive workshops for diverse institutional contexts, making complex topics accessible.
  • Strong project manager capable of managing end-to-end client relationships, from scoping to delivery and follow-up.
  • Ability to synthesize complex material into clear frameworks, memos, and decks, with excellent writing and visual communication skills.

📝 Tips for Applying to Windfall Trust

1

Tailor your resume to highlight specific engagements where you led workshops or facilitated strategic discussions with senior leaders.

2

In your cover letter, explicitly connect your experience to Windfall's mission of preparing for AI-driven economic disruption.

3

Showcase examples of frameworks or tools you've created to simplify complex topics (e.g., scenario planning, strategic foresight).

4

Mention any experience with AI, economics, or technology policy, even if tangential, to demonstrate domain interest.

5

Quantify the impact of your past engagements (e.g., 'Led 10+ workshops for Fortune 500 executives on scenario planning').

✉️ What to Emphasize in Your Cover Letter

["Your passion for Windfall's mission and understanding of AI's economic risks and opportunities.", 'Specific examples of designing and facilitating strategic workshops for senior stakeholders.', 'Your ability to manage complex client relationships and deliver high-quality outputs under tight timelines.', 'How your background prepares you to translate technical AI concepts into strategic insights for non-technical leaders.']

Generate Cover Letter →

🔍 Research Before Applying

To stand out, make sure you've researched:

  • Read Windfall's website and recent publications to understand their scenarios methodology and past engagements.
  • Familiarize yourself with key concepts in AI economics, such as automation risk, productivity growth, and labor displacement.
  • Study the landscape of organizations working on AI governance and economic preparedness (e.g., OpenAI, DeepMind, FHI).
  • Look into scenario planning techniques used by organizations like Shell, RAND Corporation, or the World Economic Forum.
Visit Windfall Trust's Website →

💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 Describe a time you facilitated a workshop with senior stakeholders who had conflicting views. How did you manage the dynamics?
2 How would you structure a scenarios engagement for a central bank concerned about AI's impact on employment?
3 What frameworks or tools do you use to synthesize complex information into actionable strategic memos?
4 How do you handle scope creep or changing client expectations during a project?
5 What is your understanding of transformative AI and its potential economic disruptions? How would you explain this to a non-technical audience?
Practice Interview Questions →

⚠️ Common Mistakes to Avoid

  • Being too generic about AI without showing specific understanding of Windfall's focus on economic disruption and scenarios.
  • Overemphasizing technical AI skills (e.g., coding) when the role is about facilitation and strategic thinking.
  • Failing to demonstrate client relationship management experience or examples of managing senior stakeholders.

📅 Application Timeline

This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.

Typical hiring timeline:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

Offer

Congratulations!

Ready to Apply?

Good luck with your application to Windfall Trust!