Hi @Ben Weisman, there's a few planning add-ons you can catch from this search query: https://marketplace.atlassian.com/search?q=planner
Tempo Planner may be closest to what you're looking for based on context I could glean from your question.
If none of those work for you, you could always develop one pretty quickly, possibly using story points to generate quick reports: https://developer.atlassian.com/index.html
Hope that helps, -nick wade
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