Continuously delivering valuable software products is a core principle of agile software development (ASD). In practice, value delivery is often impeded by several key issues, including low customer involvement, volatile requirements, technical debt, delivery pressure, excessive rework, or meeting overhead, which directly affect the software product or hamper the development process. Despite their negative influence, the full extent of their consequences for the delivered value remains to be understood. In addition, a comprehensive set of measures to adapt to these issues is lacking, as extant work only offers limited guidance on how to mitigate them. To address this gap, we conducted 19 semi-structured expert interviews to identify the consequences of these key issues for value delivery and empirically derive a collection of measures to adapt to the issues and avoid resulting consequences. We find 34 value-reducing consequences, which primarily affect product quality and capabilities, timeliness of availability, and process efficiency. We also provide a collection of 48 measures that ASD practitioners can employ to adapt to these issues, including procedural changes, process artifacts and roles, technical means and tools, and different ways to approach customers. With our work, we raise practitioners’ awareness of the value-diminishing consequences of these key issues, if not adequately mitigated, while also providing measures to adapt to them and sustain the delivery of value. For research, the study offers further insights into the dark side of ASD and encourages future investigations into how micro-tailoring of ASD with specific measures can help to maximize value realization.