How can we specify the difficulty of the task? And how can we get a report accordingly.
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One can deconstruct a lot from this question so apologies for the wall of text but I hope you find it useful.
How can we specify the difficulty of the task? And how can we get a report accordingly?
There are a number of ways one might approach this. But I would say try making good and proper use of story points. I use the word "proper" because story points are often misused.
Story points represent the amount of work, complexity, and risks one needs to complete or implement a work item.
Teams assign story points relative to work complexity, the amount of work, and risk or uncertainty. Values are assigned to more effectively break down work into smaller pieces, so they can address uncertainty. Over time, this helps teams understand how much they can achieve in a period of time and builds consensus and commitment to the solution. It may sound counter-intuitive, but this abstraction is actually helpful because it pushes the team to make tougher decisions around the difficulty of work.
A popular approach to estimating story points is by using a technique called Planning Poker.
There are many different ways to track your progress and report on the work. I don't think there's a reason to talk about 3rd party options (right now) if Jira's (and other Atlassian core products') native functionalities and features satisfy your requirements. So I'll provide some commentary on the same with respect to reporting via native features.
JIRA provides different types of reports within a project depending on your needs/use-cases. It helps to analyze progress, perform issue analysis, oversee roadblocks, and do forecasting (amongst other things).
Here's a pretty comprehensive list of Atlassian resource you can check out that shows you how to track and analyze your team's work with reports
For example:
I would say that even if you're using story points, but you need to report on the actual level of effort (i.e. time in man hours) that is spent on working on issues – then in that case I would suggest that your team logs in the amount of time spent (in seconds, minutes, hours, days) working on those items of work. You would also be able to generate a report on that. Many teams use both story points and the log work option as they technically serve two different purposes, so you don't need to worry about contradictions.
Hope that provided you with some food for thought.
Cheers,
Hamza
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