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Estimates Are Consistently Wrong

Persistently inaccurate estimates erode stakeholder trust and make planning nearly impossible. GitScrum's historical data and velocity tracking help teams identify estimation patterns, calibrate their predictions using actual completion data, and gradually improve predictability over time.

Why Estimates Fail

CauseWhat HappensSolution
Optimism bias"Should take 2 days" takes 5Use historical data
Hidden complexitySimple feature is complexSpike before estimate
Missing workForgot testing, review, deployDefinition of Done checklist
Scope creepRequirements growLock scope, track changes
DependenciesWaiting on othersMap dependencies upfront
Context switchingMultiple projects fragment timeAccount for overhead

Estimation Improvement Framework

ESTIMATION ACCURACY JOURNEY

Level 1: Chaos
┌─────────────────────────────────────────────────┐
│ Estimates: "It'll take about a week"            │
│ Reality: 1 day to 3 weeks                       │
│ Variance: ±200%                                 │
└─────────────────────────────────────────────────┘

Level 2: Awareness
┌─────────────────────────────────────────────────┐
│ Track estimated vs actual                       │
│ Identify patterns ("we're always 2x")           │
│ Apply multipliers to raw estimates              │
└─────────────────────────────────────────────────┘

Level 3: Process
┌─────────────────────────────────────────────────┐
│ Break down into small tasks                     │
│ Estimate as team (planning poker)               │
│ Use relative estimation (story points)          │
│ Variance: ±50%                                  │
└─────────────────────────────────────────────────┘

Level 4: Data-Driven
┌─────────────────────────────────────────────────┐
│ Use historical velocity                         │
│ Provide ranges, not points                      │
│ Track by work type (feature vs bug)             │
│ Variance: ±25%                                  │
└─────────────────────────────────────────────────┘

Level 5: Probabilistic
┌─────────────────────────────────────────────────┐
│ Monte Carlo simulations                         │
│ "80% confident by March 15"                     │
│ Continuous recalculation                        │
│ Variance: Quantified with confidence            │
└─────────────────────────────────────────────────┘

Track and Learn Pattern

ESTIMATION TRACKING

Sprint 12 Estimation Analysis:
┌─────────────────────────────────────────────────┐
│                                                 │
│  Task         Estimated  Actual   Ratio        │
│  ─────────────────────────────────────────────  │
│  API endpoint    3 pts    5 pts   1.67x        │
│  UI component    2 pts    2 pts   1.00x        │
│  Database work   5 pts    8 pts   1.60x        │
│  Bug fix         1 pt     1 pt    1.00x        │
│  Integration     3 pts    7 pts   2.33x  ⚠️    │
│                                                 │
│  Sprint Average: 1.52x (we underestimate 52%)  │
│                                                 │
│  Patterns Identified:                           │
│  • Integration work consistently 2x+           │
│  • Bug fixes are accurate                       │
│  • API work underestimated                      │
└─────────────────────────────────────────────────┘

APPLY LEARNINGS:
┌─────────────────────────────────────────────────┐
│  Work Type         Multiplier                   │
│  ──────────────────────────────                 │
│  Bug fixes         1.0x                         │
│  UI components     1.0x                         │
│  API work          1.5x                         │
│  Database work     1.5x                         │
│  Integration       2.5x                         │
│  New technology    3.0x                         │
└─────────────────────────────────────────────────┘

Range Estimation

INSTEAD OF POINT ESTIMATES, USE RANGES

❌ "This will take 5 days"

✅ "This will take:"
┌─────────────────────────────────────────────────┐
│  Best case:    3 days (everything goes right)   │
│  Most likely:  5 days (normal complexity)       │
│  Worst case:   10 days (if we hit problems)     │
│                                                 │
│  Confidence: Medium (new area of code)          │
│  Key risks: API documentation unclear           │
└─────────────────────────────────────────────────┘

COMMIT TO: "We'll deliver between 5-10 days,
            update at midpoint"

Best Practices

  1. Track actual vs estimated for every task
  2. Estimate as a team not individually
  3. Break work down to 1-2 day chunks
  4. Use ranges not single points
  5. Apply learned multipliers by work type
  6. Include all work (testing, review, meetings)
  7. Re-estimate when scope changes
  8. Celebrate improving accuracy not just delivery

Anti-Patterns

✗ Punishing wrong estimates (kills honest estimation)
✗ Converting story points to hours
✗ Estimating work you don't understand
✗ Not tracking estimation accuracy
✗ Single person estimates for team work
✗ Never adjusting estimates when scope changes