Media
Media
Interviews, podcasts and media featuring Contextuum founder Amie Devero and others on strategy, strategy activation and the role of AI in strategy.
JumpLeap Long-Term Strategic Planning Podcast, hosted by Francis Wade · Episode 38 · August 10, 2026 · Audio, about 86 minutes
Francis Wade and Amie Devero examine why strategy disappears at the moment an employee has to make a judgment call, even when everyone was in the room for the retreat. Starting from a story about a consultant who takes on off-strategy work to serve an existing client, they trace how competing pressures, habits and metrics crowd the strategy out. What Trader Joe’s, the Four Seasons and Snap-on get right, why a strategy has to be turned into a structured schema before AI can teach it, and how Contextuum generates role-specific scenarios so employees practice deciding from the strategy.
Key points discussed:
- The strategy vanishes at the “terminal node” of execution, where people decide without time to think or a manager present.
- What makes a strategy teachable is its distinctiveness, not its complexity.
- Contextuum’s schema is the kernel: setup can draw on documents, a website or a guided dialogue, and each employee’s introduction to the strategy is generated from it for their role.
Interview by Hugh Abbott · November 21, 2025 · Video, 24 minutes
Hugh Abbott, an AI automation specialist, interviews Amie Devero about building an enterprise AI product without being a coder, and about what Contextuum does. Why town halls, emails and cascaded metrics don’t change how employees decide, a walk-through of the platform: in-depth strategy setup, job-specific training built around realistic dilemmas, an AI thinking partner for real decisions, and reports that turn employees’ recurring problems into signals for leadership about where the strategy may need attention.
Key points discussed:
- Metrics incentivize outcomes, not the behavior that produces them.
- The decision tool works as a Socratic partner, not an answer machine.
- Contextuum addresses an organization’s qualitative alignment with its strategy, complementing quantitative metrics rather than replacing them.
JumpLeap Long-Term Corporate Strategy, live video with Francis Wade · August 19, 2025 · Video, about 37 minutes
Francis Wade and Amie Devero argue that strategy fails with employees not because it was poorly communicated but because it was never activated, and that the gap between communication and activation is where strategy dies. Amie introduces an early prototype of Contextuum, which captures the strategy through a dialogue with its owner, teaches employees through dilemmas, supports real decisions, and reports anonymized patterns to leadership. Francis describes using NotebookLM so staff can question a strategy’s source material.
Key points discussed:
- More town halls, decks and talking deliver information; they don’t make the strategy the context for decisions.
- Depending on an exceptionally strategic manager makes execution a matter of luck.
- Activated employees don’t automatically send useful feedback upward; that has to be built as a process.