This IDC Health Insights Perspective discusses the Healthcare Payers Transformation Assembly event, held in Coconut Grove, Florida, from October 27 to 29, 2015. This event allowed a deeper dialog between executives from a wide variety of payers to compare their experiences and perspectives in leading their organizations through transformational initiatives in the post-reform healthcare marketplace. IDC was a content partner that led many of the event's structured activities, including roundtables and presentations. Other outside speakers who offered high-level perspectives included James Murray, VP, IT, of CVS; Jon Shreve, president and CEO of MCG; Jeff Myers, president and CEO of Medicaid Health Plans of America; and Fred Goldstein, president of Accountable Health. Approximately three dozen payer organizations were represented by their chief information officers and chief medical officers or their equivalents.