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Author here.

Sounds like App Trajectory (by ThoughtBot) may fit the bill. It has discussions, and these discussions can have many related issues. Each issue gets an estimate, agile story point style, and App Trajetory computes your velocity (and pushes too big issues off an iteration!) so you can see how a two week detour will affect timeline.

It worked really well for me on a project.

It also does multiple projects, although I don't think it will give an agregate view over all your projects ("this week I have these two items due for project x, an these 3 for project Y")

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