Business outcomes are the achievement of your transformation goals. This chapter provides two main ways to leverage Leading Success to plan for and assess the progress of your transformation. This works in two different ways; first, for those companies intending to initiate a complete journey through the Nine Disciplines. Second, for companies intending to address shortcomings of a previous, or ongoing transformation that is not working as intended. In the first case, this chapter provides an implementation roadmap, with differentiated strategies for small, medium, and large companies. In the second case, the author introduces five archetypes of failure in transformations and how to remediate them. Business outcomes related to Transformation Success are indispensable to keep everyone engaged, willing to do more, know more, be part of it; all the way from employees to executives to board members and even investors—this feeling is like oxygen flowing to the transformation. This chapter gives you tools and insight to move and improve your visionary journey.