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Strategy: Plan · Core

Turn the strategy into a roadmap of bets

A strategy roadmap shows the bets, the outcomes they aim for and roughly when, without promising every feature and date.

About 2-4 daysEvergreenLast reviewed 5 November 2026

Who this applies to

Skills it builds
Strategy and visionPrioritisation and roadmapping
PM types
All
Product types
All
Starting points
All
Ways of working
All
Experience
All
Size of organisation
All

Steps, by experience

Beginner (under 1 year)

  1. Write each bet as an outcome to achieve.
  2. Place the bets in Now, Next and Later.
  3. Add how you will know each bet is working.
  4. Show what is not on the roadmap and why.
  5. Share it with the sponsor and the teams.

Intermediate (1 to 4 years)

  1. Size each bet by how much time it is worth.
  2. Show dependencies between bets and teams.
  3. Plan checkpoints to continue, change or stop each bet.

Experienced (5+ years)

  1. Combine roadmaps across teams into one strategic view.
  2. Link bets to budgets and people.
  3. Keep the roadmap honest as plans change.

Who can do this

Owner: Product manager

Can be delegated to

  • Delivery Manager: Map dependencies and checkpoints

Reviewed by: Senior leader / sponsor

Tool examples

Miro
Lay out bets in Now, Next and Later columns.
Jira
Track each bet as an initiative linked to team work.

Definition of done

  • Bets written as outcomes
  • Now, Next and Later set
  • Checkpoints agreed

Common pitfalls

  • Turning bets back into a feature list
  • Fixed dates for uncertain work
  • No checkpoints to stop a failing bet

Do these first

Sources