Feature Flags

Feature Flags

When to Use

• Gating new functionality behind a flag for gradual rollout
• Implementing A/B experiments or percentage-based rollouts
• Decoupling deployment from release (deploy dark, enable later)
• Building kill switches for risky features
• Managing long-running feature branches without merge conflicts
• Designing flag evaluation for server-side and client-side use
• Auditing an existing codebase for stale or orphaned flags
• Cleaning up flags after full rollout

---

Core Principle: Flags Are Temporary

Every flag has a planned removal date. Flags that live forever become tech debt — invisible branching logic that no one understands. Ship the feature, verify it works, remove the flag.

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Flag Types

| Type | Lifespan | Example | Owner | |------|----------|---------|-------| | Release | Days to weeks | Gate new checkout flow for gradual rollout | Engineering | | Experiment | Weeks to months | A/B test pricing page layout | Product | | Ops | Permanent (rare) | Kill switch for expensive feature under load | Engineering | | Permission | Permanent | Feature only for enterprise tier customers | Product |

Rules

• Release flags: Remove within 2 weeks of full rollout.
• Experiment flags: Remove when experiment concludes and winner is implemented.
• Ops flags: Review quarterly — convert to config if permanent.
• Permission flags: These are entitlements, not feature flags. Model in authorization system if they grow complex.

---

Flag Schema

Flag Definition

interface FeatureFlag {
  key: string;              // Unique identifier: "checkout-v2"
  description: string;      // What this flag controls
  type: "release" | "experiment" | "ops" | "permission";
  owner: string;            // Team or person responsible
  createdAt: string;        // ISO date
  plannedRemovalDate: string; // When to clean up (required for release/experiment)
  defaultValue: boolean;    // Value when flag system is unavailable
  rules: FlagRule[];        // Evaluation rules (ordered, first match wins)
}

interface FlagRule {
  condition: FlagCondition;
  value: boolean | string;  // Boolean for toggles, string for variants
}

type FlagCondition =
  | { type: "percentage"; value: number }          // 0-100 rollout percentage
  | { type: "user_ids"; value: string[] }          // Specific users
  | { type: "attribute"; key: string; value: string } // User attribute match
  | { type: "environment"; value: string }          // "production", "staging"
  | { type: "default" };

Flag Configuration (JSON)

{
  "checkout-v2": {
    "description": "New checkout flow with saved payment methods",
    "type": "release",
    "owner": "payments-team",
    "createdAt": "2025-01-15",
    "plannedRemovalDate": "2025-02-15",
    "defaultValue": false,
    "rules": [
      { "condition": { "type": "environment", "value": "staging" }, "value": true },
      { "condition": { "type": "user_ids", "value": ["internal-tester-1", "internal-tester-2"] }, "value": true },
      { "condition": { "type": "percentage", "value": 10 }, "value": true },
      { "condition": { "type": "default" }, "value": false }
    ]
  }
}

---

Evaluation

Server-Side (Python)

import hashlib
from typing import Any

def evaluate_flag(flag_key: str, user_id: str, attributes: dict[str, Any]) -> bool:
    """Evaluate a feature flag for a specific user."""
    flag = get_flag_config(flag_key)
    if flag is None:
        return False  # Flag not found — default off

    for rule in flag["rules"]:
        condition = rule["condition"]

        if condition["type"] == "environment":
            if get_environment() == condition["value"]:
                return rule["value"]

        elif condition["type"] == "user_ids":
            if user_id in condition["value"]:
                return rule["value"]

        elif condition["type"] == "attribute":
            if attributes.get(condition["key"]) == condition["value"]:
                return rule["value"]

        elif condition["type"] == "percentage":
            # Deterministic: same user always gets same result for same flag
            hash_input = f"{flag_key}:{user_id}"
            hash_value = int(hashlib.sha256(hash_input.encode()).hexdigest()[:8], 16)
            bucket = hash_value % 100
            if bucket ;
}

const FlagContext = createContext({ flags: {} });

function FlagProvider({ children, flags }: { children: ReactNode; flags: Record }) {
  return {children};
}

function useFlag(key: string): boolean {
  const { flags } = useContext(FlagContext);
  return flags[key] ?? false;
}

// Usage in component
function CheckoutPage() {
  const useNewCheckout = useFlag("checkout-v2");

  if (useNewCheckout) {
    return ;
  }
  return ;
}

Evaluation Rules

• Deterministic: Same user + same flag = same result. Use hash-based bucketing, not random.
• First match wins: Rules are evaluated in order. Put specific rules (user IDs, environments) before percentage rules.
• Default off: If the flag system is unavailable, features default to off (safe fallback).
• Server-authoritative: Client receives pre-evaluated flags from the server. Never send flag rules to the client.

---

Rollout Strategies

Gradual Percentage Rollout

Day 1:  0% → 5%    (internal team + canary users)
Day 2:  5% → 10%   (monitor error rates, latency)
Day 3:  10% → 25%  (monitor business metrics)
Day 5:  25% → 50%  (compare A/B if experiment)
Day 7:  50% → 100% (full rollout)
Day 14: Remove flag (cleanup)

Monitoring During Rollout

At each stage, verify:

• Error rate: No increase for flagged users vs control.
• Latency: P50/P95/P99 within acceptable bounds.
• Business metrics: Conversion rate, revenue per user, engagement.
• User feedback: Support tickets, rage clicks, session recordings.

Rollback

If metrics degrade:

# Instant rollback: set percentage to 0
update_flag("checkout-v2", rules=[
    {"condition": {"type": "default"}, "value": False},
])

Rollback should take seconds, not minutes. This is the primary advantage of feature flags over code rollback.

---

Flag Storage

Simple: Config File (Small Projects)

// flags.json — committed, deployed with application
{
  "checkout-v2": true,
  "new-search": false
}

Pros: Simple, version-controlled, no external dependency. Cons: Requires deploy to change. No gradual rollout.

Medium: SSM Parameter Store / DynamoDB

import boto3
import json

ssm = boto3.client("ssm")

def get_flags() -> dict[str, Any]:
    """Load flags from SSM Parameter Store."""
    response = ssm.get_parameter(
        Name="/myapp/prod/feature-flags",
        WithDecryption=False,
    )
    return json.loads(response["Parameter"]["Value"])

Pros: Change flags without deploying. Cheap. Simple. Cons: No built-in UI, percentage rollout requires custom logic.

Advanced: Dedicated Flag Service (LaunchDarkly, Unleash, Flagsmith)

Use when:

• Multiple teams manage their own flags.
• You need a UI for non-engineers to toggle flags.
• Sophisticated targeting (geo, device, plan tier) is required.
• Audit log of flag changes is mandatory.

---

Testing with Feature Flags

Unit Tests: Test Both Paths

import pytest

@pytest.mark.parametrize("flag_value", [True, False])
def test_checkout_flow(flag_value: bool, monkeypatch: pytest.MonkeyPatch) -> None:
    """Test both checkout flows regardless of current flag state."""
    monkeypatch.setattr("features.evaluate_flag", lambda key, **kw: flag_value)

    result = process_checkout(user_id="test-user", cart=sample_cart)

    if flag_value:
        assert result.flow == "v2"
    else:
        assert result.flow == "legacy"

Integration Tests: Pin Flag Values

@pytest.fixture
def flags_all_on() -> dict[str, bool]:
    """Enable all feature flags for integration testing."""
    return {"checkout-v2": True, "new-search": True}

@pytest.fixture
def flags_all_off() -> dict[str, bool]:
    """Disable all feature flags for integration testing."""
    return {"checkout-v2": False, "new-search": False}

E2E Tests: Test Current State

E2E tests should test the current production state of flags. Don't override flags in E2E — if a flag is on in production, test with it on.

---

Flag Cleanup

When to Remove

Remove a flag when:

• The feature is fully rolled out to 100% for at least 1 week.
• The experiment has concluded and the winning variant is hardcoded.
• The ops flag has been on for 6+ months and no one has toggled it.

Cleanup Process

1. Verify: Confirm flag is at 100% (or permanently on) with no recent toggles.
2. Remove evaluation calls: Replace if flag("checkout-v2") with the winning branch.
3. Remove losing code path: Delete the old implementation.
4. Remove flag definition: Delete from config/flag service.
5. Commit: One commit per flag cleanup.

Detecting Stale Flags

# Find flag references in code
grep -r "checkout-v2" --include="*.py" --include="*.ts" --include="*.tsx" src/

# List flags with past planned removal dates
jq 'to_entries[] | select(.value.plannedRemovalDate -[-]

| Example | Type | Description | |---------|------|-------------| | checkout-v2 | Release | New checkout flow | | search-fuzzy-matching | Release | Enable fuzzy search | | pricing-annual-discount | Experiment | Test annual plan discount | | api-rate-limit-strict | Ops | Tighter rate limits under load | | plan-enterprise-analytics | Permission | Analytics for enterprise tier |

Rules:

• Lowercase, kebab-case.
• Domain prefix for grouping.
• Descriptive — someone unfamiliar should understand the purpose.
• No generic names (flag-1, test, new-feature).

---

Anti-Patterns

| Anti-Pattern | Problem | Fix | |-------------|---------|-----| | Flag with no planned removal date | Lives forever, becomes invisible tech debt | Require removal date on creation for release/experiment flags | | Nested flags (if flag_a and flag_b) | Combinatorial explosion of states to test | Keep flags independent; one flag per feature | | Flag evaluated differently in two places | Inconsistent behavior for the same user | Centralize evaluation; pass result as parameter | | Client-side flag evaluation with rules | Exposes targeting logic and user segments | Server evaluates; client receives boolean result | | Using flags instead of authorization | Flag system becomes a permissions system | Use proper RBAC/ABAC for entitlements | | No monitoring during rollout | Degradation goes unnoticed until 100% | Define monitoring criteria before enabling | | Random-based percentage rollout | Same user gets different experience on each request | Use hash-based deterministic bucketing | | Flag config not version-controlled | No history of who changed what, when | Store in git or use a flag service with audit log | | Monster flag guarding 500 lines | Too much code behind one toggle | Break into smaller flags or defer merge until feature is complete |

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Audit Checklist

When auditing an existing codebase for feature flag practices:

• [ ] Every flag has a documented owner and description
• [ ] Release and experiment flags have a planned removal date
• [ ] No flags past their planned removal date exist in the codebase
• [ ] Flag evaluation is centralized (single function/hook, not ad-hoc checks)
• [ ] Percentage-based rollout uses deterministic hashing, not random
• [ ] Both code paths (flag on and off) are tested
• [ ] Client-side flags are pre-evaluated by the server
• [ ] Monitoring criteria defined before enabling a flag in production
• [ ] Gradual rollout follows staged percentage increases
• [ ] Flag changes are logged with who, when, and why
• [ ] No nested or dependent flag conditions
• [ ] Cleanup process exists and runs at least monthly
• [ ] Flag naming follows a consistent convention

Source & license

This open-source skill is cataloged on AgentStack and links to its original source — we do not rehost the code.

• Author: michaelsvanbeek
• Source: michaelsvanbeek/personal-agent-skills
• License: MIT

Install and usage instructions live in the source repository linked above.