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These event proceedings were presented at the IDC Directions conferences in Santa Clara and Boston in February and March 2018.

From the beginning, there have been numerous obstacles impeding digital transformation (DX), including legacy culture, process, and financial incentives. A new set of challenges that are slowing progress have cropped up. They manifest themselves only after an organization begins its digital journey, growing on the underbelly of a DX initiative and creating a drag on an organization's transformation. Learn how outdated KPIs, siloed organizational structures, tactical digital plans, silos of innovation, and limited expertise are slowing down the progress and potential investments for digital transformation. We identify ways in which organizations are overcoming these and the opportunities for IT suppliers to assist.