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Roadmapping Approach

Outcomes-driven roadmapping tied to competitive analysis, customer insights, and measurable success criteria. Not a feature list—a plan for delivering business impact.

Core Principles

The foundation of effective roadmapping.

Outcomes First

Every roadmap item ties to a measurable business outcome. Features are a means, not the end.

Dependencies Clear

Explicit risks, blockers, and cross-team dependencies surfaced upfront—not discovered mid-sprint.

Instrumented

KPIs and success metrics built into every phase—so we know if we're winning, not just shipping.

Iterative

Roadmaps are living documents. Plan in rolling quarters, validate assumptions, and adapt.

6-Month Framework

A proven structure for planning and executing strategic initiatives.

1
Month 1-2

Foundation

Establish baseline and quick wins

  • Discovery and validation
  • Core infrastructure
  • Initial feature set
  • Metrics baseline
2
Month 3-4

Build

Core capability development

  • Feature development
  • Integration work
  • Pilot preparation
  • Documentation
3
Month 5-6

Scale

Launch and iterate

  • Beta rollout
  • Feedback incorporation
  • GA preparation
  • Success measurement

Common Anti-Patterns

What to avoid and what to do instead.

Feature factoryOutcome-driven planning

Don't measure success by shipping velocity. Measure by business impact.

Big-bang releasesIncremental value delivery

Ship learning, then ship product. Validate early, iterate often.

Hidden dependenciesTransparent risk management

Surface blockers in planning, not during execution.

Opinion-driven prioritiesEvidence-based decisions

Use data, customer insights, and competitive analysis to prioritize.

Measuring Roadmap Success

Key metrics categories I track for every roadmap.

Conversion / Growth

  • • Win rate vs competitors
  • • New customer acquisition
  • • Market share growth

Efficiency

  • • Time-to-value reduction
  • • Onboarding efficiency
  • • Support ticket reduction

Quality

  • • Feature adoption rate
  • • Error rate reduction
  • • Customer satisfaction

Customer Outcomes

  • • NPS improvement
  • • Retention rate
  • • Expansion revenue

See the Full PM Operating System

Roadmapping is one part of an AI-forward PM practice.

PM Operating System