Roadmaps & Planning

OKRs amplify good culture, expose bad culture

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Strategy isn't roadmaps, it's coherent action

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AI demands empirical learning over analytical planning

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Embrace uncertainty, avoid false precision

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Plans are useless, planning is essential

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Crisis demands throwing out the playbook

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Timeline roadmaps create false commitments

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Growth requires constant reinvention every 18 months

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Metrics vs. roadmaps: Pick your religion

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Stage gates validate progress, not just ideas

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Everything new starts as 10% of your time

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Empowered teams own outcomes, feature teams just ship

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Pivot toward expertise, not away from pain

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Keep your secret roadmap actually secret

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Show don't tell your product vision

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Goals need process, not just declaration

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Products are becoming living systems, not static artifacts

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Conservative promises build trust worth more than dilution

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Humans are more alike than we think

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Build platforms that make features one-hour builds

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