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
π
Villa Welcome & Essential Question Circle
Launch
120m
π§ Leadership Interview Lab
Knowledge/Skill Building
90m
πΏ Peer Leadership Interviews in Nature
Research
180m
πΊοΈ Empathy Map & Journey Synthesis
Deliverable
90m
Define
Days 2–2
Day 2
π§ Affinity Mapping Leadership Patterns
Knowledge/Skill Building
120m
π― Crafting the HMW Leadership Pivot
Deliverable
150m
π Evidence Check Peer Critique
Assessment
120m
πͺ Reflective Journal: Reframing My Leadership Challenge
Deliverable
90m
Ideate
Days 3–3
Day 3
π‘ Leadership Practice Idea Sprint
Deliverable
480m
Prototype
Days 4–4
Day 4
π Rapid Leadership Practice Prototypes
Deliverable
240m
π Iteration Log & Refined Prototype
Deliverable
240m
Test/Present
Days 5–5
Day 5
π Final Prototype Test with New Leaders
Assessment
240m
π Iteration Log & Portfolio Finalization
Deliverable
120m
π
Closing Circle: Design Journey & Transformation
Assessment
120m
April 2026
Mon
Tue
Wed
Thu
Fri
13
Day 1
Empathize
π
Villa Welcome & Essential Question Circle
π§ Leadership Interview Lab
πΏ Peer Leadership Interviews in Nature
πΊοΈ Empathy Map & Journey Synthesis
14
Day 2
Define
π§ Affinity Mapping Leadership Patterns
π― Crafting the HMW Leadership Pivot
π Evidence Check Peer Critique
πͺ Reflective Journal: Reframing My Leadership Challenge
15
Day 3
Ideate
π‘ Leadership Practice Idea Sprint
16
Day 4
Prototype
π Rapid Leadership Practice Prototypes
π Iteration Log & Refined Prototype
17
Day 5
Test/Present
π Final Prototype Test with New Leaders
π Iteration Log & Portfolio Finalization
π
Closing Circle: Design Journey & Transformation