Based on the error message and research, I can help you resolve this SSL configuration issue. The error occurs because the SSL mode setting for your PostgreSQL connection isn't properly configured. Here's how to fix this: 1. First, you need to ensure your database connection settings in your Prefect server configuration include a valid

sslmode

value. The valid options are: - `disable`: No SSL - `allow`: Try non-SSL connection first, then SSL if that fails - `prefer`: Try SSL connection first, then non-SSL if that fails - `require`: Always use SSL - `verify-ca`: Always use SSL and verify the CA certificate - `verify-full`: Always use SSL and verify both CA and hostname 2. You can set this up in one of two ways: a. Using environment variables:

bash
   export PREFECT_SERVER_DATABASE_CONNECTION_URL="<postgresql+asyncpg://user:password@host:port/dbname?sslmode=prefer>"

b. Or in your Prefect server configuration TOML file:

toml
   [server.database]
   connection_url = "<postgresql+asyncpg://user:password@host:port/dbname?sslmode=prefer>"

3. Choose the appropriate

sslmode

based on your security requirements: - For local development or testing, you might use

disable

- For production environments,

require

or

verify-ca

is recommended - Use

verify-full

for maximum security If you're using SSL certificates, you'll also need to configure the TLS settings appropriately:

toml
[server.database.sqlalchemy.connect_args.tls]
enabled = true
ca_file = "/path/to/ca.crt"  # Optional: Path to CA certificate
cert_file = "/path/to/client-cert.pem"  # Optional: Path to client certificate
key_file = "/path/to/client-key.pem"  # Optional: Path to client key

Could you share: 1. Which environment you're running this in (local, production, etc.)? 2. Whether you're using SSL certificates? 3. The current connection string you're using (with sensitive information redacted)? This would help me provide more specific guidance for your setup.

Based on the research, I'll provide you with a minimum working example for setting up Prefect Server with Helm, including nginx ingress and proper database configuration. Here's a step-by-step guide: 1. First, add the Prefect Helm repository:

bash
helm repo add prefect <https://prefecthq.github.io/prefect-helm>
helm repo update

2. Create a

values.yaml

file for your Prefect server configuration. Here's a minimal working example:

yaml
# values.yaml
postgresql:
  enabled: true  # Set to false if using external database
  auth:
    username: prefect
    password: your_secure_password
    database: prefect

prefect:
  server:
    database:
      # If using internal PostgreSQL (postgresql.enabled=true)
      connectionUrl: "<postgresql+asyncpg://prefect:your_secure_password@${RELEASE_NAME}-postgresql:5432/prefect?sslmode=disable>"
      
    # Configure settings for the server API
    config:
      settings:
        logging:
          level: "INFO"

# Ingress configuration for nginx
ingress:
  enabled: true
  className: "nginx"  # Make sure you have nginx-ingress controller installed
  annotations:
    <http://nginx.ingress.kubernetes.io/ssl-redirect|nginx.ingress.kubernetes.io/ssl-redirect>: "true"
    # Add these if you're using cert-manager for SSL
    # <http://cert-manager.io/cluster-issuer|cert-manager.io/cluster-issuer>: "your-issuer-name"
  hosts:
    - host: <http://prefect.your-domain.com|prefect.your-domain.com>
      paths:
        - path: /
          pathType: Prefix
  tls:
    - secretName: prefect-tls-secret
      hosts:
        - <http://prefect.your-domain.com|prefect.your-domain.com>

# Resources configuration
resources:
  requests:
    cpu: 100m
    memory: 128Mi
  limits:
    cpu: 500m
    memory: 512Mi

3. Install the Helm chart:

bash
helm install prefect-server prefect/prefect-server -f values.yaml -n your-namespace

4. If you're using an external database, modify the database connection settings:

yaml
postgresql:
  enabled: false  # Disable internal PostgreSQL

prefect:
  server:
    database:
      connectionUrl: "<postgresql+asyncpg://your_user:your_password@your_external_db:5432/prefect?sslmode=require>"

5. For SSL configuration, you have two main options: a. Using cert-manager (recommended):

yaml
   ingress:
     annotations:
       <http://cert-manager.io/cluster-issuer|cert-manager.io/cluster-issuer>: "letsencrypt-prod"
       <http://kubernetes.io/tls-acme|kubernetes.io/tls-acme>: "true"
     tls:
       - secretName: prefect-tls-secret
         hosts:
           - <http://prefect.your-domain.com|prefect.your-domain.com>

b. Using pre-existing certificates:

bash
   # Create TLS secret first
   kubectl create secret tls prefect-tls-secret \
     --cert=path/to/tls.crt \
     --key=path/to/tls.key \
     -n your-namespace

Prerequisites: 1. Kubernetes cluster 2. Helm v3+ installed 3. nginx-ingress controller installed in your cluster 4. (Optional) cert-manager for automated SSL certificate management Important notes: - Make sure your nginx-ingress controller is properly installed and configured - Replace

<http://prefect.your-domain.com|prefect.your-domain.com>

with your actual domain - Adjust resource requests/limits based on your needs - The

sslmode

in the database URL should match your PostgreSQL setup: - Use

disable

for local/testing without SSL - Use

require

or

verify-ca

for production with SSL To verify the deployment:

bash
kubectl get pods -n your-namespace
kubectl get ingress -n your-namespace
kubectl get services -n your-namespace

Would you like me to: 1. Provide more details about any specific part of this configuration? 2. Add configuration for specific SSL certificates? 3. Show how to configure external PostgreSQL with specific SSL requirements? Also, are you using any specific cloud provider (AWS, GCP, Azure) or is this an on-premise deployment? This might affect some of the specific configurations needed.