Implement automatic certificate renewal (Option 2 - agent self-renewal)
AGENT SELF-RENEWAL: - Agent checks certificate expiry on startup - If < 30 days remaining, requests renewal from server - Server generates new certificate and updates database - Agent installs new cert, updates config, and restarts SERVER-SIDE (/api/endpoints/certificate/renew): - Requires authentication via existing (expiring) client certificate - Rate limited: 1 renewal per asset per 24 hours - Generates 2-year self-signed certificate with cryptography library - Computes SHA1 fingerprint (matches nginx $ssl_client_fingerprint) - Updates assets table with new fingerprint and expiration - Returns PFX/P12 certificate with random password to agent - Audit logs all renewal operations AGENT-SIDE (CertificateRenewal.cs): - CheckAndRenewIfNeeded() called on service startup before host starts - Finds current certificate by thumbprint in LocalMachine\My store - Checks expiry: if < 30 days, POST to /api/endpoints/certificate/renew - Authenticates renewal request with expiring certificate (mTLS) - Receives PFX + password in JSON response - Imports new certificate to LocalMachine\My store - Grants BUILTIN\Users read access to private key (for tray app) - Updates appsettings.json with new thumbprint - Exits with code 0 so service manager restarts agent with new cert CERTIFICATE GENERATION (certificate_renewal.py): - Uses cryptography library to generate RSA 2048-bit key pairs - Self-signed certificates with CN=hostname, 2-year validity - Extended key usage: CLIENT_AUTH - Subject Alternative Name: hostname as DNS name - Exports as password-protected PFX/P12 for Windows import - SHA1 fingerprint computed from DER encoding (nginx compatible) STARTUP FLOW: 1. Agent service starts (Program.cs RunHostAsync) 2. CertificateRenewal.CheckAndRenewIfNeeded() runs BEFORE host starts 3. If cert expires in < 30 days, requests renewal from server 4. If renewal succeeds, agent exits (Environment.Exit(0)) 5. Windows Service Manager automatically restarts the service 6. New process picks up updated thumbprint from appsettings.json 7. Agent continues with renewed certificate SECURITY: - Renewal requires valid (not expired) existing certificate - Rate limit prevents renewal loop abuse - Server validates cert not revoked before renewal - Audit logging tracks all renewal operations - PFX password is random, used once during import, never stored PERFORMANCE: - Renewal check adds ~100-200ms to service startup - Only triggers when expiry < 30 days (rare operation) - No impact on steady-state agent performance Co-Authored-By: Claude Sonnet 4.5 <noreply@anthropic.com>
This commit is contained in:
Proudlock
103
plugins/endpoints/api/certificate_renewal.py
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103
plugins/endpoints/api/certificate_renewal.py
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"""Server-side certificate generation for agent self-renewal.
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Agents check certificate expiry on startup and request renewal when < 30 days
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remaining. Server generates new self-signed certificate, computes fingerprint,
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updates database, and returns certificate as password-protected PFX to agent.
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"""
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import hashlib
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import secrets
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from datetime import datetime, timedelta, timezone
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from flask import current_app
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from cryptography import x509
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from cryptography.x509.oid import NameOID, ExtendedKeyUsageOID
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from cryptography.hazmat.primitives import hashes, serialization
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from cryptography.hazmat.primitives.asymmetric import rsa
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from cryptography.hazmat.backends import default_backend
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def generate_client_certificate(hostname, validity_days=730):
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"""Generate self-signed client certificate for endpoint agent.
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Args:
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hostname: Computer hostname (used as CN)
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validity_days: Certificate validity period (default 730 = 2 years)
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Returns:
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tuple: (pfx_bytes, pfx_password, sha1_fingerprint, expires_at)
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- pfx_bytes: Password-protected PFX/P12 certificate with private key
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- pfx_password: Random password for PFX (agent discards after import)
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- sha1_fingerprint: 40-character lowercase hex SHA1 fingerprint
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- expires_at: Certificate expiration datetime (UTC)
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"""
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# Generate RSA private key (2048-bit for compatibility with Windows)
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private_key = rsa.generate_private_key(
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public_exponent=65537,
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key_size=2048,
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backend=default_backend()
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)
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# Certificate subject and issuer (self-signed, so both are the same)
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subject = issuer = x509.Name([
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x509.NameAttribute(NameOID.COMMON_NAME, hostname),
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x509.NameAttribute(NameOID.ORGANIZATION_NAME, 'ShopDB Endpoint Fleet'),
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x509.NameAttribute(NameOID.ORGANIZATIONAL_UNIT_NAME, 'Endpoint Agents'),
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])
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# Certificate validity period
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now = datetime.now(timezone.utc)
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not_valid_before = now
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not_valid_after = now + timedelta(days=validity_days)
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# Build certificate
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cert = x509.CertificateBuilder().subject_name(
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subject
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).issuer_name(
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issuer
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).public_key(
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private_key.public_key()
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).serial_number(
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x509.random_serial_number()
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).not_valid_before(
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not_valid_before
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).not_valid_after(
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not_valid_after
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).add_extension(
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# Client authentication extended key usage
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x509.ExtendedKeyUsage([ExtendedKeyUsageOID.CLIENT_AUTH]),
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critical=True,
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).add_extension(
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# Subject Alternative Name (hostname as DNS name)
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x509.SubjectAlternativeName([x509.DNSName(hostname)]),
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critical=False,
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).add_extension(
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# Basic constraints: not a CA
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x509.BasicConstraints(ca=False, path_length=None),
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critical=True,
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).sign(private_key, hashes.SHA256(), default_backend())
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# Compute SHA1 fingerprint (matches nginx $ssl_client_fingerprint)
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cert_der = cert.public_bytes(serialization.Encoding.DER)
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sha1_hash = hashlib.sha1(cert_der).hexdigest()
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# Generate random PFX password (agent uses once during import, then discards)
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pfx_password = secrets.token_urlsafe(32)
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# Serialize to PFX/P12 format with password protection
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# Windows Certificate Store imports PFX format
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pfx_bytes = serialization.pkcs12.serialize_key_and_certificates(
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name=hostname.encode('utf-8'),
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key=private_key,
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cert=cert,
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cas=None, # No CA chain for self-signed
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encryption_algorithm=serialization.BestAvailableEncryption(
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pfx_password.encode('utf-8')
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)
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)
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current_app.logger.info(
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f'[cert_renewal] Generated certificate for {hostname}: '
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f'fingerprint={sha1_hash[:16]}..., expires={not_valid_after}')
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return (pfx_bytes, pfx_password, sha1_hash, not_valid_after.replace(tzinfo=None))
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@@ -3445,6 +3445,122 @@ def download_app_package(appversionid: int):
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return send_upload(package_dir, filename, as_attachment=True)
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@endpoints_bp.route('/certificate/renew', methods=['POST'])
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def renew_client_certificate():
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"""Agent self-renewal: generate new cert when expiring < 30 days.
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Requires authentication via EXISTING client certificate. Agent checks cert
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expiry on startup, POSTs to this endpoint when < 30 days remaining, receives
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new certificate as password-protected PFX, installs it, updates config, and
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restarts.
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Request: Empty body (agent identity from cert authentication)
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Response: {
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"pfx": "base64-encoded PFX/P12 certificate with private key",
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"password": "random password for PFX import (use once, discard)",
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"thumbprint": "new certificate thumbprint (uppercase, no colons)",
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"expires_at": "2028-09-14T12:34:56" (ISO format, UTC)
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}
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Security:
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- MUST authenticate via valid client certificate (not expired)
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- Rate limited: 1 renewal per asset per 24 hours
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- Logs all renewal operations to AuditLog
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- New cert valid for 2 years from generation time
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"""
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from flask import g
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import base64
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# Require client certificate authentication
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# (Cannot renew without proving you hold current cert)
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if not hasattr(g, 'cert_authenticated_asset_id'):
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return error_response(
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ErrorCodes.UNAUTHORIZED,
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'Certificate renewal requires client certificate authentication',
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http_code=401)
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asset_id = g.cert_authenticated_asset_id
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asset = db.session.get(Asset, asset_id)
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if not asset:
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return error_response(ErrorCodes.NOT_FOUND,
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f'Asset {asset_id} not found', http_code=404)
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# Get hostname from computers plugin
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from ..models import EndpointState
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state = EndpointState.query.filter_by(assetid=asset_id).first()
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if not state or not state.hostname:
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return error_response(
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ErrorCodes.VALIDATION_ERROR,
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'Cannot renew certificate: hostname not known',
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http_code=400)
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hostname = state.hostname
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# Rate limit: Only allow renewal once per 24 hours per asset
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# (Prevents abuse if agent gets stuck in renewal loop)
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if asset.cert_issued_at:
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hours_since_issue = (datetime.now(timezone.utc).replace(tzinfo=None) -
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asset.cert_issued_at).total_seconds() / 3600
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if hours_since_issue < 24:
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return error_response(
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ErrorCodes.VALIDATION_ERROR,
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f'Certificate was issued {hours_since_issue:.1f} hours ago. '
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f'Renewal only allowed after 24 hours.',
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http_code=429)
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# Generate new certificate
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from .certificate_renewal import generate_client_certificate
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try:
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pfx_bytes, pfx_password, fingerprint, expires_at = \
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generate_client_certificate(hostname, validity_days=730)
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except Exception as e:
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current_app.logger.error(
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f'[cert_renewal] Failed to generate certificate for asset {asset_id}: {e}')
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return error_response(
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ErrorCodes.INTERNAL_ERROR,
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'Certificate generation failed',
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http_code=500)
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# Update database with new certificate fingerprint and expiration
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old_fingerprint = asset.client_cert_fingerprint
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asset.client_cert_fingerprint = fingerprint
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asset.cert_issued_at = datetime.now(timezone.utc).replace(tzinfo=None)
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asset.cert_expires_at = expires_at
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try:
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db.session.commit()
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except Exception as e:
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db.session.rollback()
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current_app.logger.error(
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f'[cert_renewal] Failed to update database for asset {asset_id}: {e}')
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return error_response(
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ErrorCodes.INTERNAL_ERROR,
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'Database update failed',
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http_code=500)
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# Audit log
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AuditLog.log(
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action='endpoints.cert.renewed',
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userid=None, # Agent action, not user action
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entityid=asset_id,
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entityname=asset.assetnumber,
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details=f'Certificate renewed: old={old_fingerprint[:16] if old_fingerprint else "none"}..., '
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f'new={fingerprint[:16]}..., expires={expires_at}')
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current_app.logger.info(
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f'[cert_renewal] Asset {asset_id} ({asset.assetnumber}) renewed certificate: '
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f'{fingerprint[:16]}... expires {expires_at}')
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# Return certificate to agent
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# Thumbprint uppercase with no separators (matches Windows cert store format)
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return success_response({
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'pfx': base64.b64encode(pfx_bytes).decode('ascii'),
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'password': pfx_password,
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'thumbprint': fingerprint.upper(),
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'expires_at': expires_at.isoformat()
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})
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@endpoints_bp.route('/apppackage/app/<int:app_id>', methods=['GET'])
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@endpoints_bp.route('/apppackage/app/<int:app_id>/<path:filename>', methods=['GET'])
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def download_app_package_by_app(app_id: int, filename: str = None):
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