I know similar posts haven been made before, but let me add a slightly
different perspective.

1) Sprints have to be associated with a milestone. I cannot even
create a sprint without specifying which milestone it should belong
to. 2) Stories are associated with sprints. Therefore, each story in a
sprint is also associated with a milestone.

In effect, this means that I cannot have a sprint in which work is
done that belongs to two different milestones. I cannot, e.g., start
work on feature X that is supposed to be released in October, if in
that same sprint, I'd also like to finish work on feature Y that will
be released in August.

Maybe this is not a common situation, but for us it is the norm. So
what we end up doing is that we define milestones that are completely
meaningless, just because we need some sort of milestone to create
sprints.

So what I would like to suggest is this: disassociate milestones and
sprints. Since requirements can be tied to milestones and stories are
tied to requirements, the work for each milestone is documented along
with those stories and there is no need to force sprints into
milestones.

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