This document is a guide detailing the DTS Cloud Workshops designed to assist organizations in navigating the complexities of digital transformation and cloud adoption. The workshops focus on developing tailored strategies for multi-cloud environments, addressing key considerations such as in-house versus third-party operations, the selection of cloud partners, and the appropriate provisioning models. The guide outlines two specific workshops: the Multi Cloud Jump Start Workshop, which evaluates current IT services and provides a roadmap for cloud integration, and the Multi Cloud Strategy Workshop, which emphasizes the design of a flexible IT landscape to support digital transformation. Additionally, the document discusses the Economic Infrastructure Screening, aimed at identifying cost optimization opportunities within existing IT infrastructures. The workshops are particularly beneficial for IT decision-makers seeking to modernize their systems and ensure compliance with regulatory requirements. Overall, the guide presents a structured approach to cloud strategy development and implementation.