Over the next few years, states will be transitioning to new, high-quality assessments aligned to the Common Core State Standards (CCSS) or other state college- and career-ready (CCR) standards. States are committed to making this transition in a manner that is determined and thoughtful--to help transform teaching and learning, advance CCR outcomes, and close achievement gaps. The purpose of this document is to provide states with a workbook to inform this transition to high-quality, CCR assessments, with a particular focus on the policy, legal, and technical decisions states must address. This workbook (along with state team meetings and other supports) is meant to help each state (1) evaluate its current readiness for this important transition, (2) identify priority issues for state action, and (3) develop a work plan to guide assessment transition over time. This workbook was initially presented in draft for use at the Council of Chief State School Officers (CCSSO) state team meeting on transition to high-quality, CCR assessments on August 20-21, 2013. Revisions are continuing to expand as appropriate to keep information updated and relevant. As states move forward on implementation of CCSS/CCR standards, they must address three overlapping sets of issues: (1) Instruction and Supports; (2) Communications and Coalition-Building; and (3) Policy, Legal, and Technical Issues. This workbook focuses primarily on the third piece of this puzzle--the array of policy, legal, and technical issues implicated by the transition to CCR assessments. These issues are detailed here, and the workbook is designed to provide a framework and template for each state to chart its own best path. This includes, in Part II, an overview of the policy, legal, and technical issues, and guiding questions for each state to determine its priorities, readiness, and action items. Part III includes a brief analysis of each issue and deeper-dive questions to guide state decision-making.