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Feature Flag Rollout Strategies

Feature flags transform deployment from all-or-nothing events into controlled rollouts you can tune in real-time. GitScrum helps track feature flag status across tasks, coordinate flag-gated releases, and manage the lifecycle of flags from creation to cleanup.

Feature Flag Fundamentals

Flag Types

FEATURE FLAG CATEGORIES:
┌─────────────────────────────────────────────────────────────┐
│                                                             │
│ RELEASE FLAGS (temporary):                                  │
│ Purpose: Control feature rollout                           │
│ Lifespan: Days to weeks                                    │
│ Example: NEW_CHECKOUT_FLOW                                 │
│ Remove: After 100% rollout                                 │
│                                                             │
│ EXPERIMENT FLAGS (temporary):                               │
│ Purpose: A/B testing                                       │
│ Lifespan: Duration of experiment                           │
│ Example: PRICING_PAGE_VARIANT_B                            │
│ Remove: When experiment concludes                          │
│                                                             │
│ OPS FLAGS (long-lived):                                     │
│ Purpose: Operational control                               │
│ Lifespan: Permanent                                        │
│ Example: ENABLE_RATE_LIMITING                              │
│ Remove: Never (toggle on/off as needed)                    │
│                                                             │
│ PERMISSION FLAGS (long-lived):                              │
│ Purpose: Feature access control                            │
│ Lifespan: Permanent                                        │
│ Example: ENTERPRISE_ANALYTICS                              │
│ Remove: Never (controls entitlements)                      │
└─────────────────────────────────────────────────────────────┘

Flag Lifecycle

FLAG LIFECYCLE:
┌─────────────────────────────────────────────────────────────┐
│                                                             │
│ CREATE → DEVELOP → ROLLOUT → STABILIZE → CLEANUP           │
│                                                             │
│ CREATE:                                                     │
│ • Define flag name and type                                │
│ • Document purpose and owner                               │
│ • Set initial state (off)                                  │
│                                                             │
│ DEVELOP:                                                    │
│ • Implement feature behind flag                            │
│ • Test with flag on/off                                    │
│ • Ship to production (flag off)                            │
│                                                             │
│ ROLLOUT:                                                    │
│ • Enable for internal → beta → gradual %                   │
│ • Monitor metrics at each stage                            │
│ • Pause/rollback if issues                                 │
│                                                             │
│ STABILIZE:                                                  │
│ • Reach 100% rollout                                       │
│ • Monitor for 1-2 weeks                                    │
│ • Confirm feature is stable                                │
│                                                             │
│ CLEANUP:                                                    │
│ • Remove flag checks from code                             │
│ • Delete flag configuration                                │
│ • Update documentation                                     │
└─────────────────────────────────────────────────────────────┘

Rollout Strategies

Progressive Rollout

GRADUAL ROLLOUT PLAN:
┌─────────────────────────────────────────────────────────────┐
│ Feature: NEW_PAYMENT_FLOW                                  │
├─────────────────────────────────────────────────────────────┤
│                                                             │
│ STAGE 1: Internal (Day 1)                                  │
│ Target: Company employees only                             │
│ Duration: 2 days                                           │
│ Success: No critical bugs                                  │
│                                                             │
│ STAGE 2: Beta (Day 3)                                      │
│ Target: Opted-in beta users (~500)                         │
│ Duration: 3 days                                           │
│ Success: <1% error rate, positive feedback                 │
│                                                             │
│ STAGE 3: 5% (Day 6)                                        │
│ Target: Random 5% of users                                 │
│ Duration: 2 days                                           │
│ Success: Metrics stable vs control                         │
│                                                             │
│ STAGE 4: 25% (Day 8)                                       │
│ Target: Random 25%                                         │
│ Duration: 3 days                                           │
│ Success: Conversion rate maintained                        │
│                                                             │
│ STAGE 5: 50% (Day 11)                                      │
│ Target: Random 50%                                         │
│ Duration: 3 days                                           │
│ Success: Performance metrics OK                            │
│                                                             │
│ STAGE 6: 100% (Day 14)                                     │
│ Target: All users                                          │
│ Duration: 7 days monitoring                                │
│ Success: Ready for cleanup                                 │
└─────────────────────────────────────────────────────────────┘

Risk-Based Rollout

ROLLOUT DECISION MATRIX:
┌─────────────────────────────────────────────────────────────┐
│                                                             │
│ FEATURE RISK    │ STRATEGY                                 │
│─────────────────┼──────────────────────────────────────────│
│ LOW             │ Internal → 25% → 100%                    │
│ (UI tweaks)     │ 3-day rollout                           │
│                 │                                          │
│ MEDIUM          │ Internal → Beta → 5% → 25% → 50% → 100% │
│ (new features)  │ 2-week rollout                          │
│                 │                                          │
│ HIGH            │ Internal → Beta → 1% → 5% → 10% →       │
│ (payments,      │ 25% → 50% → 75% → 100%                  │
│ auth, data)     │ 4-week rollout, extensive monitoring    │
│                 │                                          │
│ CRITICAL        │ Manual approval at each stage            │
│ (compliance)    │ Stakeholder sign-off required           │
└─────────────────────────────────────────────────────────────┘

Monitoring and Metrics

Rollout Dashboard

FLAG STATUS DASHBOARD:
┌─────────────────────────────────────────────────────────────┐
│ NEW_PAYMENT_FLOW - Stage 4 (25%)                           │
├─────────────────────────────────────────────────────────────┤
│                                                             │
│ ROLLOUT PROGRESS:                                           │
│ [████████████░░░░░░░░░░░░░] 25%                            │
│                                                             │
│ METRICS (Flag ON vs OFF):                                   │
│                   ON          OFF         DIFF              │
│ Conversion:      4.2%        4.1%        +0.1% ✅          │
│ Errors:          0.3%        0.3%        0.0%  ✅          │
│ Load time:       1.2s        1.1s        +0.1s ⚠️          │
│ Completions:     89%         88%         +1.0% ✅          │
│                                                             │
│ ALERTS:                                                     │
│ ⚠️ Load time slightly elevated - monitoring                │
│                                                             │
│ ACTIONS:                                                    │
│ [Advance to 50%] [Pause] [Rollback]                        │
└─────────────────────────────────────────────────────────────┘

Incident Response

ROLLBACK PROCEDURE:
┌─────────────────────────────────────────────────────────────┐
│                                                             │
│ TRIGGERS FOR ROLLBACK:                                      │
│ • Error rate > 2x baseline                                 │
│ • Conversion drop > 5%                                     │
│ • P0/P1 bug discovered                                     │
│ • Significant user complaints                              │
│                                                             │
│ ROLLBACK STEPS:                                             │
│ 1. Disable flag (instant effect)                           │
│ 2. Notify team in #incident channel                        │
│ 3. Document issue                                          │
│ 4. Create task for fix                                     │
│ 5. Plan re-rollout                                         │
│                                                             │
│ POST-ROLLBACK:                                              │
│ • Review what went wrong                                   │
│ • Update monitoring if needed                              │
│ • Consider smaller rollout steps                           │
└─────────────────────────────────────────────────────────────┘