Managing stakeholders and roadmaps / OKRs is more of an art than a science. First and foremost, you must know your audience when communicating. Some questions to ask for better understanding: Does this person need to feel a part of the decision? Must they develop it and feel that it was their idea in the first place? What are they motivated by? Numbers? Visuals? UX? UI? Quality?
Once you have an understanding of the main players, you need to then figure out how to address at least the most important 2–3 sets of people.
Finally, you must know what is your desired outcome and address it.
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Before discussing performance in a 1:1 meeting, check your empathy first. You want to add value and find out how your direct report feels.
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