Empathize
Empathize
Participants will ground the retreat in direct human-centered inquiry by interviewing fellow leaders about real pivot points, stress patterns, and decision contexts. They will produce evidence-based empathy artifacts that surface non-obvious needs and assumptions, creating a rigorous foundation for defining meaningful leadership challenges in the next phase.
Day 1
Define
Define
Participants will synthesize their peer leadership interviews and reflection data into a clearly framed, evidence-based leadership pivot problem statement. Through structured clustering, dialogue, and peer critique, they will produce a rigorous How Might We statement and rationale that anchors the next phase of ideation in real human need rather than assumption.
Day 2
Ideate
Ideate
Participants will generate a wide range of human-centered leadership practice concepts grounded in peer interview evidence, then converge on 2β3 high-potential solutions for prototyping. Through structured divergence, analogy, and evidence-based decision-making, they will create annotated concept sketches that clearly link design features to documented user needs and retreat insights.
Day 3
Test/Present
Test/Present
Participants will conduct a final live validation of their cohort leadership prototype with new users, synthesize feedback into last refinements, and present their full design journeyβfrom empathy research to iterationβto an authentic audience during the closing evening circle.
Day 5
Empathize
Days 1–1
Day 1
Define
Days 2–2
Day 2
Ideate
Days 3–3
Prototype
Days 4–4
Day 4
Test/Present
Days 5–5
July 2026
Mon
Tue
Wed
Thu
Fri
27
Day 1
Empathize
π
Villa Welcome & Essential Question Circle
π
Villa Welcome & Essential Question Circle
π§ Leadership Interview Lab
π§ Leadership Interview Lab
πΏ Peer Leadership Interviews in Nature
πΏ Peer Leadership Interviews in Nature
πΊοΈ Empathy Map & Journey Synthesis
πΊοΈ Empathy Map & Journey Synthesis
28
Day 2
Define
π§ Affinity Mapping Leadership Patterns
π§ Affinity Mapping Leadership Patterns
π― Crafting the HMW Leadership Pivot
π― Crafting the HMW Leadership Pivot
π Evidence Check Peer Critique
π Evidence Check Peer Critique
πͺ Reflective Journal: Reframing My Leadership Challenge
πͺ Reflective Journal: Reframing My Leadership Challenge
30
Day 4
Prototype
π Rapid Leadership Practice Prototypes
π Rapid Leadership Practice Prototypes
π Iteration Log & Refined Prototype
π Iteration Log & Refined Prototype
31
Day 5
Test/Present
π Final Prototype Test with New Leaders
π Final Prototype Test with New Leaders
π Iteration Log & Portfolio Finalization
π Iteration Log & Portfolio Finalization
π
Closing Circle: Design Journey & Transformation
π
Closing Circle: Design Journey & Transformation