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Leaders in the public service are continually challenged with the requirement to enhance citizen-centered services while decreasing the cost to provide them. Administrative processes and approvals require significant lead-up time to engage the public, discuss proposals and changes with numerous staff levels, public advisory committees, and finally, Council. Implementation is a whole other process. Often issues are cross-sectoral and require multidisciplinary actions to be effective. The labyrinth of achieving success and better outcomes is exciting and requires courage, innovation, and a certain nimbleness. This chapter speaks to the experiences of a senior level public servant who has the way. Concepts such as leadership styles, value-driven teams, appreciative inquiry, pride, and alignment, managing change, and self-care are discussed.