We brought together product, design, data, and engineering across three tribes—Onboarding, Manage, and Retention—to redesign ways of working with a lean, agile mindset during a two-day leadership off-site. I led the vision, guiding five squads to define their own goals using tools like Lean Canvas and Jobs-to-be-Done. By making engagement our north star metric, we tracked segment-specific events to measure feature impact and drive retention. Our lean framework—Problem, Explore, Validate, Build, Measure—enabled fast user testing, built accountability, and kept squads aligned to their metrics and mission.