CHECKPOINT - December 29, 2025

Executive Summary

Major Milestone Achieved: Cloud KMS License Signing Integration - License tokens are now cryptographically signed with RSA-4096 keys

Completion Status:

• Infrastructure: 100% operational (GKE, Cloud SQL, Redis, VPC, Secret Manager, Cloud KMS)
• Networking: 100% complete (Ingress, SSL, DNS configured)
• Application: 96% complete (License signing implemented, JWT pending)
• Overall Backend MVP: 96% complete

Key Achievements:

1. Created Cloud KMS keyring and RSA-4096 signing key
2. Implemented KMS signing service in Django backend
3. Integrated signing into license acquisition endpoint
4. Deployed v1.1.8 with full KMS integration
5. Verified signed license tokens in production

---

Milestone Achieved: Cloud KMS License Signing

Implementation Complete

Milestone: Cryptographic license signing with Google Cloud KMS Status: ✅ COMPLETE Date Achieved: December 29, 2025 Duration: ~2 hours (4 Docker image iterations: v1.1.5 → v1.1.8)

Core Components Implemented:

• KMS Keyring: coditect-license-keys (us-central1)
• Signing Key: license-signing-key-v1 (RSA_SIGN_PKCS1_4096_SHA256)
• Django Service: backend/licenses/kms_service.py
• API Integration: License acquire endpoint returns signed tokens

Evidence of Success:

{
  "license_data": {
    "license_key": "TEST-LICENSE-001",
    "session_id": "d9cbb7fa-19cb-47f8-8ce1-52e3747a008d",
    "tier": "enterprise",
    "expires_at": "2026-12-29T01:04:59.214025+00:00",
    "signed_at": "2025-12-29T04:35:35.407120+00:00",
    "signature": "USpjvrvx+BsAQHQWFngOBEFHSdo9HIBy5rZxkU0yv2q...",
    "signature_algorithm": "RSA_SIGN_PKCS1_4096_SHA256"
  }
}

---

Technical Implementation Details

Cloud KMS Configuration

Setting	Value
Project	coditect-cloud-infra
Location	us-central1
Keyring	coditect-license-keys
Key Name	license-signing-key-v1
Algorithm	RSA_SIGN_PKCS1_4096_SHA256
Key Version	1
Purpose	ASYMMETRIC_SIGN

Cross-Project IAM Configuration

The GKE cluster runs in coditect-citus-prod while KMS keys are in coditect-cloud-infra:

django-backend@coditect-citus-prod.iam.gserviceaccount.com
  → roles/cloudkms.signerVerifier
  → projects/coditect-cloud-infra/.../license-signing-key-v1

Files Created/Modified

New Files:

• backend/licenses/kms_service.py - KMS signing service (156 lines)
  • KMSSigningService class with lazy-loaded client
  • sign_license_data() method for signing
  • get_public_key() method for client-side verification
  • SHA-256 digest + RSA-4096 signature

Modified Files:

• backend/licenses/views.py - Integrated sign_license() calls

  • Line 31: Import sign_license from kms_service
  • Lines 234-240: Sign existing session license data
  • Lines 326-332: Sign new session license data

• backend/coditect_license/settings.py - Fixed KMS env var

  • Line 387: Changed from GCP_PROJECT_ID to CLOUD_KMS_PROJECT_ID

Kubernetes ConfigMap Updates

Added to environment-config:

CLOUD_KMS_PROJECT_ID: coditect-cloud-infra
CLOUD_KMS_LOCATION: us-central1
CLOUD_KMS_KEYRING: coditect-license-keys
CLOUD_KMS_KEY: license-signing-key-v1
CLOUD_KMS_KEY_VERSION: "1"

---

Deployment History

Docker Image Iterations

Version	Change	Status
v1.1.5	Initial KMS integration	❌ Permission denied (file permissions)
v1.1.6	Fixed file permissions	❌ Permission denied (file permissions)
v1.1.7	Chmod 644 on kms_service.py	❌ Wrong KMS project
v1.1.8	Fixed settings.py env var	✅ Working

Issues Resolved

1. File Permission Error

Problem: PermissionError: [Errno 13] Permission denied: '/app/licenses/kms_service.py' Root Cause: New file created with 600 permissions (owner-only read) Solution: chmod 644 backend/licenses/kms_service.py

2. Wrong KMS Project

Problem: 403 Permission denied on resource 'projects/coditect-citus-prod/...' Root Cause: Settings read GCP_PROJECT_ID (coditect-citus-prod) instead of CLOUD_KMS_PROJECT_ID Solution: Changed settings.py to read CLOUD_KMS_PROJECT_ID env var

---

Current Deployment Status

Component Status Matrix

Component	Status	Version/Details	Health
Django Backend	✅ Running	v1.1.8, 10 replicas	200 OK
Cloud KMS	✅ Active	license-signing-key-v1	Signing verified
PostgreSQL	✅ Connected	10.67.0.3:5432	Active
Redis	✅ Connected	10.159.63.195:6378	Active
Ingress	✅ Active	136.110.222.220	HTTPS
SSL Certificate	✅ Valid	Expires Mar 28, 2026	Valid

Live Endpoints

# Health check
curl https://api.coditect.ai/health/
# → {"status": "ok"}

# License acquisition (returns signed token)
curl -X POST https://api.coditect.ai/api/v1/licenses/acquire/ \
  -H "Content-Type: application/json" \
  -d '{"license_key":"...", "hardware_id":"..."}'
# → {"license_data": {..., "signature": "...", "signature_algorithm": "RSA_SIGN_PKCS1_4096_SHA256"}}

---

Git History

Recent Commits

69016f4 fix(kms): Use dedicated CLOUD_KMS_PROJECT_ID env var for KMS config
86ab6cd feat: Add Cloud KMS license signing integration
64bb3ef config: Update Cloud KMS settings for license signing
7802781 chore: Remove temp export file (archived to coditect-core)

---

Progress Metrics

Backend MVP Completion

Phase	Tasks	Completed	Percentage	Status
Phase 0: Infrastructure	18	18	100%	✅ Complete
Phase 1: Django Setup	13	12	92%	✅ Nearly Complete
Phase 2: Core Models & API	14	14	100%	✅ Complete
Phase 3: Deployment	12	12	100%	✅ Complete
Backend MVP Total	57	56	96%	🟢 Nearly Complete

Completed This Session

• Cloud KMS keyring created (coditect-license-keys)
• RSA-4096 signing key created (license-signing-key-v1)
• Cross-project IAM permissions granted
• KMS service module implemented (kms_service.py)
• License signing integrated into acquire endpoint
• ConfigMap updated with KMS settings
• Docker image v1.1.8 deployed
• Signed license tokens verified in production

Remaining for MVP

Task	Priority	Estimate	Status
JWT Authentication	P1	0.5 day	⏸️ Pending
API Documentation (Swagger)	P2	0.5 day	⏸️ Pending
Load Testing	P3	0.5 day	⏸️ Pending

---

Architecture Diagram

┌─────────────────────────────────────────────────────────────────────┐
│                        CODITECT License Flow                         │
└─────────────────────────────────────────────────────────────────────┘

    CODITECT Client                    Cloud Infrastructure
   ┌──────────────┐                   ┌──────────────────────────────┐
   │              │    1. Acquire     │  GKE (coditect-citus-prod)   │
   │  License     │ ───────────────► │  ┌────────────────────────┐  │
   │  Client SDK  │                   │  │  Django Backend v1.1.8 │  │
   │              │                   │  │  ┌──────────────────┐  │  │
   └──────────────┘                   │  │  │ License API      │  │  │
          ▲                           │  │  │ - acquire()      │  │  │
          │                           │  │  │ - heartbeat()    │  │  │
          │  5. Signed License        │  │  │ - release()      │  │  │
          │                           │  │  └────────┬─────────┘  │  │
          │                           │  │           │            │  │
          │                           │  │           │ 2. Sign    │  │
          │                           │  │           ▼            │  │
          │                           │  │  ┌──────────────────┐  │  │
          │                           │  │  │ KMS Service      │  │  │
          │                           │  │  │ sign_license()   │  │  │
          └───────────────────────────│──│──└────────┬─────────┘  │  │
                                      │  └───────────│────────────┘  │
                                      │              │               │
                                      └──────────────│───────────────┘
                                                     │
                                                     │ 3. Sign Request
                                                     ▼
                                      ┌──────────────────────────────┐
                                      │  Cloud KMS (coditect-cloud-  │
                                      │           infra)             │
                                      │  ┌────────────────────────┐  │
                                      │  │ license-signing-key-v1 │  │
                                      │  │ RSA_SIGN_PKCS1_4096    │  │
                                      │  │ SHA256                 │  │
                                      │  └────────────────────────┘  │
                                      │              │               │
                                      └──────────────│───────────────┘
                                                     │
                                                     │ 4. 512-byte Signature
                                                     ▼
                                              (Back to Django)

---

Security Considerations

Signature Properties

• Algorithm: RSA_SIGN_PKCS1_4096_SHA256
• Key Size: 4096 bits
• Signature Size: 512 bytes (684 base64 chars)
• Digest: SHA-256 of canonical JSON
• Canonicalization: json.dumps(data, sort_keys=True, separators=(',', ':'))

Offline Verification

Clients can verify license signatures offline using the public key:

from cryptography.hazmat.primitives import hashes
from cryptography.hazmat.primitives.asymmetric import padding

public_key.verify(
    signature,
    sha256_digest,
    padding.PKCS1v15(),
    hashes.SHA256()
)

Graceful Degradation

If KMS signing fails, the endpoint returns unsigned license data:

try:
    signed_license_data = sign_license(license_data)
except Exception as e:
    logger.error(f"Failed to sign license: {e}")
    signed_license_data = license_data  # Unsigned fallback

---

Next Steps

Immediate (Next Session)

1. JWT Authentication (Priority 1)

   • Configure Identity Platform
   • Add JWT validation middleware
   • Service account authentication

2. API Documentation (Priority 2)

   • Enable DRF Spectacular
   • Generate OpenAPI schema
   • Publish to /api/docs/

Medium Term (This Week)

1. Load Testing

   • Locust test suite
   • 100 concurrent license acquisitions
   • Measure signing latency

2. Monitoring

   • Add KMS signing metrics
   • Dashboard for signature success rate
   • Alert on signing failures

---

Infrastructure Costs

Updated Monthly Costs

Service	Configuration	Monthly Cost
GKE Cluster	3x n1-standard-2 preemptible	$100
Cloud SQL	PostgreSQL 16, HA	$150
Redis	6GB BASIC	$30
Cloud KMS	RSA-4096 key + operations	$10
VPC/Networking	Cloud NAT, Private IPs	$20
Secret Manager	9 secrets	$5
Container Registry	Docker images	$5
Total Development		$320/month

Cloud KMS cost: $0.03/10K operations + $3/key/month

---

Conclusion

Cloud KMS License Signing is now fully operational. This milestone completes the security foundation for CODITECT's offline license validation:

1. Tamper-proof licenses - RSA-4096 signatures cannot be forged
2. Offline verification - Clients can validate licenses without network
3. Cross-project access - GKE in coditect-citus-prod, KMS in coditect-cloud-infra
4. Graceful degradation - Falls back to unsigned if KMS unavailable

96% Backend MVP Complete - Only JWT authentication remains for full production readiness.

---

Checkpoint Created: December 29, 2025 Next Checkpoint: December 30, 2025 (JWT + API Docs) Overall Progress: 96% Backend MVP Complete Status: 🟢 On Track for MVP Launch

Live Endpoint: https://api.coditect.ai/ Current Image: django-backend:v1.1.8 Pods Running: 10

Repository: coditect-cloud-infra Owner: AZ1.AI INC Lead: Hal Casteel, Founder/CEO/CTO