Here is my "blue skies and apple pie", "anything is possible" wish list for Checklist API, in no particular order:
Generally, I want to move away from checklists being defined in application code and move toward making them (exportable) configuration that site admin's can create. I want to retain the ability to have "global" checklists, but I think that needs to be one use cases of a more flexible architecture. I kind of see the evolution here as akin to the custom modules > CCK > Fields in Core progression. Checklist API is currently in the "you have to hire a developer" phase. The next logical step is the "install this module and then log into your Drupal site and do it yourself" phase.
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