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1:1 with a difficult VP, pushing back on an unrealistic deadline.
File on Daniel, 12 prior 1:1s. Shuts down concerns framed as complaints. Responds to concerns framed as tradeoffs. Three months ago: the "pick two" framing worked.
Your file on Daniel from twelve prior 1:1s: concerns framed as complaints get shut down. Concerns framed as tradeoffs get discussed. Three months ago, when you brought the 'pick two of the three' framing to the Q1 scope call, he actually engaged. Run that play again. Do not complain about the deadline. Offer the tradeoff and ask him which one he wants to cut.
"Before we go through the list, I want to flag one thing about the April timeline. To hit April 30 we'd need to cut either the analytics pass or the migration. Which would you rather keep?"
"We need all of it. That's the point of the deadline."
"I hear you. Right now the team can ship two out of three at the quality bar you expect. If all three are non-negotiable, the date has to move. I'm not asking you to move the date today. I'm asking you to pick a tradeoff so I don't have to pick one for you."
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The rehearsal uses the context you provide about the conversation and the person. It pushes back in that context, so you walk in having already heard the hard parts.

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