In recent years, the application of artificial intelligence (AI) has become an integral part of a wide range of areas, including software engineering. By analyzing various data sources generated in software engineering, it can provide valuable insights into customer behavior, product performance, bugs and errors, and many more. In practice, however, AI for software analytics and business intelligence often gets stuck in a prototypical stage and the results are rarely used to make decisions based on data. To understand the underlying root causes of this phenomenon, we conduct both an explanatory case study and a survey on the challenges of realizing and utilizing artificial intelligence in the context of software-intensive businesses. As a result, we identify a vicious circle that prevents practitioners from moving from prototypical analytics to continuous and productively usable software analytics and business intelligence based on AI.