Machine learning-based software application modernization assessments

Techniques are described for enabling a software modernization assessment service to train and use ML models to automatically generate modernization assessment recommendations for users' software applications and systems. A modernization assessment service collects historical assessment data reflecting past modernization processes and assessments (e.g., application profile information and associated modernization strategies and tools used in past modernization projects). The modernization assessment service uses the historical assessment data to train one or more ML models (e.g., classifiers) that can be used to automatically identify relevant modernization strategies, services, and tools for given software application or system. Responsive to user requests to generate modernization assessment recommendations, the modernization assessment service can use the trained models to automatically generate modernization recommendations and reports.