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How to relate your OKRs to your technical real-estate

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Argues that linking OKRs to a Wardley-style map surfaces the exact constraint blocking an objective, using concrete examples: a 3-month objective with 3–5 key results (e.g. €100k revenue in 30 days), a hypothesis tied to the pricing component, and a proposed UI change like strikethrough pricing. Introduces a weekly status email to report confidence and blockers. Maps show hypotheses moving right as proof accumulates, expose inertia, and in one client case prevent wasted work by predicting a doomed initiative.

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  1. 0:00Introduction
  2. 1:46Three levels of organizational effectiveness
  3. 5:19What strategy is and why it matters
  4. 6:24OKRs: objectives and key results
  5. 8:14Health metrics and OKR failures
  6. 11:32Status emails for transparency
  7. 16:51Strategy documents to worldly maps
  8. 18:58Why maps beat stories for strategy
  9. 19:39Wardley mapping principles
  10. 21:24Building a worldly map step by step
  11. 23:09Climatic patterns and market evolution
  12. 25:43Shopping floppy case study
  13. 27:29Mapping your ecosystem
  14. 29:15OKRs versus worldly maps
  15. 33:09Visualizing friction and inertia
  16. 34:35Mapping insights and lessons
  17. 36:00Mapping improves software design
  18. 37:05Key takeaways: OKRs and maps
  19. 38:08Q&A
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