If you do Scrum at work, you might be very familiar to the estimation in Planning 1 . My PO has once complained to my team that why it took too long for estimating just a story. Wasting time results in the planning timebox is violated. I give you some advice from my experience: Estimation is estimation, not measure. When you read some requirements, you see some risks but you actually don't know how complicated it will be. Don't try to influence the others by explaining how to do it in too detail. Just keep in mind that you know the business domain pertaining to customer needs and estimate how much effort you will spend for it. The effort should be compared to your baseline one that you use for a simple requirement. The bottom line is we do "relative estimation", not absolute estimation. For example, you are asked to estimate the height of a building. Basically, you just need to answer "how many times higher is the build than your height"; you do...
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