Consider building on top of "Microsoft Assessments" (like Well Architected Review)?

See https://docs.microsoft.com/en-us/assessments/. This way customers can also self-serve? Checklists JSON could possibly be consumed from (or pushed to) that platform?

Start with the linked Microsoft Assessments page and review how the existing checklist JSON is structured. Determine whether the checklists can be consumed from or pushed to that platform to support customer self-service; the issue does not define a specific implementation or completion test.

Written by the indexing model from the issue text.