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Estimate effort for development tasks. Use when planning sprints, roadmaps, or project timelines. Covers story points, relative estimation, and uncertainty.

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SKILL.md

name estimating-work
description Estimate effort for development tasks. Use when planning sprints, roadmaps, or project timelines. Covers story points, relative estimation, and uncertainty.
allowed-tools Read, Glob, Grep

Estimating Work

Estimation Approaches

Story Points

Relative complexity, not time.

Points Complexity
1 Trivial, well understood
2 Simple, minor unknowns
3 Moderate complexity
5 Complex, some unknowns
8 Very complex, significant unknowns
13 Extremely complex, many unknowns
21+ Too big, needs decomposition

T-Shirt Sizing

For high-level estimates.

Size Relative Effort
XS Hours
S 1-2 days
M 3-5 days
L 1-2 weeks
XL 2-4 weeks

Estimation Factors

Consider:

  • Complexity: How difficult is the problem?
  • Uncertainty: How much is unknown?
  • Effort: How much work is involved?
  • Risk: What could go wrong?

Estimation Techniques

Planning Poker

  1. Present the task
  2. Everyone selects estimate privately
  3. Reveal simultaneously
  4. Discuss outliers
  5. Re-estimate if needed

Three-Point Estimation

Expected = (Optimistic + 4×Likely + Pessimistic) / 6

Reference Stories

Keep calibration stories:

  • "This 3-point story took 2 days"
  • "This 8-point story took a week"

Common Pitfalls

  • Anchoring: First estimate biases others
  • Optimism: Underestimating unknowns
  • Scope Creep: Original estimate doesn't match final scope
  • Ignoring Overhead: Code review, testing, deployment

Tips

  1. Estimate in ranges, not points
  2. Include buffer for unknowns
  3. Track actual vs. estimated
  4. Re-estimate when scope changes
  5. Don't estimate in hours (use relative sizing)