SSL HTTPS Certificate Deep Dive

Secure HTTP Traffic with HashiCorp Vault as your PKI + Cert Manager in Kubernetes - Deep Dive!

Here's a deep dive technical guide with the steps to configure HashiCorp Vault as a Private Certificate Authority (PKI) and integrate it with cert-manager in Kubernetes to automate certificate management. I've configured it in production environments but for the purposes of this demo I am implementing it in my lab so that my internal apps can have HTTPS encryption in transit. Here are a few examples of internal apps with certs and as you can see the ping shows they are in a private network.

 

Main Benefits:

  1. Centralized PKI Infrastructure: Vault provides a centralized solution for managing your entire certificate lifecycle. Instead of managing certificates across different applications and services, Vault acts as a single source of truth for all your PKI needs. This centralization simplifies management, improves security posture, and ensures consistent certificate policies across your organization.
  2. Dynamic Certificate Issuance and Rotation: Vault can automatically issue short-lived certificates and rotate them before expiration. When integrated with cert-manager in Kubernetes, this automation eliminates the manual certificate renewal process that often leads to outages from expired certificates. The system can continuously issue, renew, and rotate certificates without human intervention.
  3. Fine-grained Access Control: Vault's advanced policy system allows you to implement precise access controls around who can issue what types of certificates. You can limit which teams or services can request certificates for specific domains, restrict certificate lifetimes based on risk profiles, and implement comprehensive audit logging. This helps enforce the principle of least privilege across your certificate infrastructure.

An additional benefit is Vault's broader secret management capabilities – the same tool managing your certificates can also handle database credentials, API keys, and other sensitive information, giving you a unified approach to secrets management.

Prerequisites

  • A DNS Server (I use my firewall)
  • A running Kubernetes cluster (I am using microk8s)
  • Vault server installed and initialized (vault 0.30.0 · hashicorp/hashicorp)
  • cert-manager installed in your Kubernetes cluster (microk8s addon)
  • Administrative access to both Vault and Kubernetes

See my homelab diagram in github: mdf-ido/mdf-ido: Config files for my GitHub profile.

1. Configure Vault as a PKI

1.1. Enable the PKI Secrets Engine

# Enable the PKI secrets engine
vault secrets enable pki

PKI in Hashicorp Vault
PKI in Hashicorp Vault

# Configure the PKI secrets engine with a longer max lease time (e.g., 1 year)
vault secrets tune -max-lease-ttl=8760h pki

PKI 1 year Expiration
PKI 1 year Expiration

1.2. Generate or Import Root CA

# Generate a new root CA
vault write -field=certificate pki/root/generate/internal \
    common_name="Root CA" \
    ttl=87600h > root_ca.crt
Hashicorp Vault Root CA
Hashicorp Vault Root CA

1.3. Configure PKI URLs

# Configure the CA and CRL URLs
vault write pki/config/urls \
    issuing_certificates="http://vault.example.com:8200/v1/pki/ca" \
    crl_distribution_points="http://vault.example.com:8200/v1/pki/crl"

Issuing and Certificate Request Links
Issuing and Certificate Request Links

1.4. Create an Intermediate CA

Hashicorp Intermediate Certificate Authority
Hashicorp Intermediate Certificate Authority
# Enable the intermediate PKI secrets engine
vault secrets enable -path=pki_int pki

# Set the maximum TTL for the intermediate CA
vault secrets tune -max-lease-ttl=43800h pki_int

# Generate a CSR for the intermediate CA
vault write -format=json pki_int/intermediate/generate/internal \
    common_name="Intermediate CA" \
    ttl=43800h > pki_intermediate.json

# Extract the CSR
cat pki_intermediate.json | jq -r '.data.csr' > pki_intermediate.csr

# Sign the intermediate CSR with the root CA
vault write -format=json pki/root/sign-intermediate \
    csr=@pki_intermediate.csr \
    format=pem_bundle \
    ttl=43800h > intermediate_cert.json

# Extract the signed certificate
cat intermediate_cert.json | jq -r '.data.certificate' > intermediate.cert.pem

# Import the signed certificate back into Vault
vault write pki_int/intermediate/set-signed \
    certificate=@intermediate.cert.pem

1.5. Create a Role for Certificate Issuance

# Create a role for issuing certificates
vault write pki_int/roles/your-domain-role \
    allowed_domains="yourdomain.com" \
    allow_subdomains=true \
    allow_bare_domains=true \
    allow_wildcard_certificates=true \
    max_ttl=720h

Hashicorp PKI Role
Hashicorp PKI Role

2. Configure Kubernetes Authentication in Vault

2.1. Enable Kubernetes Auth Method

# Enable the Kubernetes auth method
vault auth enable kubernetes

2.2. Configure Kubernetes Auth Method

# Get the Kubernetes API address
KUBE_API="https://kubernetes.default.svc.cluster.local"

# Get the CA certificate used by Kubernetes
KUBE_CA_CERT=$(kubectl config view --raw --minify --flatten --output='jsonpath={.clusters[].cluster.certificate-authority-data}' | base64 --decode)

# Get the JWT token for the Vault SA
KUBE_TOKEN=$(kubectl create token vault-auth)

# Configure the Kubernetes auth method in Vault
vault write auth/kubernetes/config \
    kubernetes_host="$KUBE_API" \
    kubernetes_ca_cert="$KUBE_CA_CERT" \
    token_reviewer_jwt="$KUBE_TOKEN" \
    issuer="https://kubernetes.default.svc.cluster.local"
Hashicorp Kubernetes Auth Method
Hashicorp Kubernetes Auth Method

2.3. Create Policy for Certificate Issuance

# Create a policy file
cat > pki-policy.hcl << EOF
# Read and list access to PKI endpoints
path "pki_int/*" {
  capabilities = ["read", "list"]
}

# Allow creating certificates
path "pki_int/sign/your-domain-role" {
  capabilities = ["create", "update"]
}

path "pki_int/issue/your-domain-role" {
  capabilities = ["create"]
}
EOF

# Create the policy in Vault
vault policy write pki-policy pki-policy.hcl
Hashicorp Vault PKI Policy
Hashicorp Vault PKI Policy

2.4. Create Kubernetes Auth Role

# Create a role that maps a Kubernetes service account to Vault policies (Created next)
vault write auth/kubernetes/role/cert-manager \
    bound_service_account_names="issuer" \
    bound_service_account_namespaces="default" \
    policies="pki-policy" \
    ttl=1h

3. Configure cert-manager to Use Vault

3.1. Create Service Account for cert-manager

# Create a file named cert-manager-vault-sa.yaml
apiVersion: v1
kind: ServiceAccount
metadata:
  name: issuer
  namespace: default

Apply the manifest:

kubectl apply -f cert-manager-vault-sa.yaml

3.2. Create Issuer Resource

# Create a file named vault-issuer.yaml
apiVersion: cert-manager.io/v1
kind: Issuer
metadata:
  name: vault-issuer
  namespace: default
spec:
  vault:
    server: http://vault.vault-system.svc.cluster.local:8200
    path: pki_int/sign/your-domain-role
    auth:
      kubernetes:
        mountPath: /v1/auth/kubernetes
        role: cert-manager
        serviceAccountRef:
          name: issuer

Apply the manifest:

kubectl apply -f vault-issuer.yaml
Kubernetes Cert Manager Issuer
Kubernetes Cert Manager Issuer

4. Request Certificates

4.1. Direct Certificate Request

# Create a file named certificate.yaml
apiVersion: cert-manager.io/v1
kind: Certificate
metadata:
  name: example-cert
  namespace: default
spec:
  secretName: example-tls
  issuerRef:
    name: vault-issuer
  commonName: app.yourdomain.com
  dnsNames:
  - app.yourdomain.com

Apply the manifest:

kubectl apply -f certificate.yaml
Kubernetes Certs from Hashicorp Vault
Kubernetes Certs from Hashicorp Vault

4.2. Using Ingress for Certificate Request

# Create a file named secure-ingress.yaml
apiVersion: networking.k8s.io/v1
kind: Ingress
metadata:
  name: secure-ingress
  annotations:
    cert-manager.io/issuer: "vault-issuer"
spec:
  tls:
  - hosts:
    - app.yourdomain.com
    secretName: example-tls
  rules:
  - host: app.yourdomain.com
    http:
      paths:
      - path: /
        pathType: Prefix
        backend:
          service:
            name: example-app
            port:
              number: 80

Apply the manifest:

kubectl apply -f secure-ingress.yaml

5. Troubleshooting

5.1. Common Issues and Solutions

Cannot find cert issuer

The cert issuer was deployed to a specific namespace so if you are creating an ingress outside you might need to solve with a few things:

  • Create a cluster issuer which is not restricted to a namespace
  • Create a duplicate issuer in the specific namespace
  • Create an externalName service and bridge the actual service.
Kubernetes ExternalName Bridge
Kubernetes ExternalName Bridge

Permission Denied

If you see permission denied errors:

  • Check that your Vault policy includes the correct paths
  • Verify that the role binding is correct in Vault
  • Ensure the service account has the necessary permissions
# Check the Vault policy
vault policy read pki-policy

# Verify the role binding
vault read auth/kubernetes/role/cert-manager

Domain Not Allowed

If you see common name not allowed by this role errors:

  • Update your Vault PKI role to allow the domain:
vault write pki_int/roles/your-domain-role \
    allowed_domains="yourdomain.com" \
    allow_subdomains=true \
    allow_bare_domains=true \
    allow_wildcard_certificates=true

Certificate Expiry Issues

If your certificate would expire after the CA certificate:

  • Adjust the max TTL to be shorter than your CA expiration:
vault write pki_int/roles/your-domain-role \
    max_ttl="30d"

Issuer Annotation Issues

If multiple controllers are fighting for the certificate request:

  • Check that you're using the correct annotation:
    • For namespaced Issuers: cert-manager.io/issuer
    • For ClusterIssuers: cert-manager.io/cluster-issuer

5.2. Checking Certificate Status

# Check certificate status
kubectl describe certificate example-cert

# Check certificate request status
kubectl get certificaterequest

# Check cert-manager logs
kubectl logs -n cert-manager deploy/cert-manager-controller

# Check if the secret was created
kubectl get secret example-tls

6. Best Practices

  1. Certificate Rotation: Set appropriate TTLs and let cert-manager handle rotation
  2. Secure Vault Access: Restrict access to Vault and use dedicated service accounts
  3. Monitor Expirations: Set up alerts for certificate expirations
  4. CA Renewals: Plan for CA certificate renewals well in advance
  5. Backup: Regularly backup your Vault PKI configuration and CA certificates
  6. Audit Logging: Enable audit logging in Vault to track certificate operations

7. Maintenance and Operations

7.1. Renewing the CA Certificate

Before your CA certificate expires, you'll need to renew it:

# Check when your CA certificate expires
vault read pki_int/cert/ca

# Plan and execute your CA renewal process well before expiration

7.2. Rotating Credentials

Periodically rotate your Kubernetes auth credentials:

# Update the JWT token used by Vault
KUBE_TOKEN=$(kubectl create token vault-auth)
vault write auth/kubernetes/config \
    token_reviewer_jwt="$KUBE_TOKEN"

Issues

  1. Your ingresses need to be in the same namespace as the issuer
    1. Create an external service as bridge
  2. You now have a fully functional PKI system using HashiCorp Vault integrated with cert-manager in Kubernetes. This setup automatically issues, manages, and renews TLS certificates for your applications, enhancing security and reducing operational overhead.

Conclusion

You now have a fully functional PKI system using HashiCorp Vault integrated with cert-manager in Kubernetes. This setup automatically issues, manages, and renews TLS certificates for your applications, enhancing security and reducing operational overhead.


Containers In the Cloud

Deploying Azure Functions in Containers to Azure Container Apps - like a boss!!!

Introduction

In today's cloud-native world, containerization has become a fundamental approach for deploying applications. Azure Functions can be containerized and deployed to a docker container which means we can deploy them on kubernetes. One compelling option is Azure Container Apps (ACA), which provides a fully managed Kubernetes-based environment with powerful features specifically designed for microservices and containerized applications.

Azure Container Apps is powered by Kubernetes and open-source technologies like Dapr, KEDA, and Envoy. It supports Kubernetes-style apps and microservices with features like service discovery and traffic splitting while enabling event-driven application architectures. This makes it an excellent choice for deploying containerized Azure Functions.

This blog post explores how to deploy Azure Functions in containers to Azure Container Apps, with special focus on the benefits of Envoy for traffic management, revision handling, and logging capabilities for troubleshooting.

Video Demo:

Why Deploy Azure Functions to Container Apps?

Container Apps hosting lets you run your functions in a fully managed, Kubernetes-based environment with built-in support for open-source monitoring, mTLS, Dapr, and Kubernetes Event-driven Autoscaling (KEDA). You can write your function code in any language stack supported by Functions and use the same Functions triggers and bindings with event-driven scaling.

Key advantages include:

  1. Containerization flexibility: Package your functions with custom dependencies and runtime environments for Dev, QA, STG and PROD
  2. Kubernetes-based infrastructure: Get the benefits of Kubernetes without managing the complexity
  3. Microservices architecture support: Deploy functions as part of a larger microservices ecosystem
  4. Advanced networking: Take advantage of virtual network integration and service discovery

Benefits of Envoy in Azure Container Apps

Azure Container Apps includes a built-in Ingress controller running Envoy. You can use this to expose your application to the outside world and automatically get a URL and an SSL certificate. Envoy brings several significant benefits to your containerized Azure Functions:

1. Advanced Traffic Management

Envoy serves as the backbone of ACA's traffic management capabilities, allowing for:

  • Intelligent routing: Route traffic based on paths, headers, and other request attributes
  • Load balancing: Distribute traffic efficiently across multiple instances
  • Protocol support: Downstream connections support HTTP1.1 and HTTP2, and Envoy automatically detects and upgrades connections if the client connection requires an upgrade.

2. Built-in Security

  • TLS termination: Automatic handling of HTTPS traffic with Azure managed certificates
  • mTLS support: Azure Container Apps supports peer-to-peer TLS encryption within the environment. Enabling this feature encrypts all network traffic within the environment with a private certificate that is valid within the Azure Container Apps environment scope. Azure Container Apps automatically manage these certificates.

3. Observability

  • Detailed metrics and logs for traffic patterns
  • Request tracing capabilities
  • Performance insights for troubleshooting

Traffic Management for Revisions

One of the most powerful features of Azure Container Apps is its handling of revisions and traffic management between them.

Understanding Revisions

Revisions are immutable snapshots of your container application at a point in time. When you upgrade your container app to a new version, you create a new revision. This allows you to have the old and new versions running simultaneously and use the traffic management functionality to direct traffic to old or new versions of the application.

Traffic Splitting Between Revisions

Traffic split is a mechanism that routes configurable percentages of incoming requests (traffic) to various downstream services. With Azure Container Apps, we can weight traffic between multiple downstream revisions.

This capability enables several powerful deployment strategies:

Blue/Green Deployments

Deploy a new version alongside the existing one, and gradually shift traffic:

  1. Deploy revision 2 (green) alongside revision 1 (blue)
  2. Initially direct a small percentage (e.g., 10%) of traffic to revision 2
  3. Monitor performance and errors
  4. Gradually increase traffic to revision 2 as confidence grows
  5. Eventually direct 100% traffic to revision 2
  6. Retire revision 1 when no longer needed

A/B Testing

Test different implementations with real users:

Traffic splitting is useful for testing updates to your container app. You can use traffic splitting to gradually phase in a new revision in blue-green deployments or in A/B testing. Traffic splitting is based on the weight (percentage) of traffic that is routed to each revision.

Implementation

To implement traffic splitting in Azure Container Apps:

By default, when ingress is enabled, all traffic is routed to the latest deployed revision. When you enable multiple revision mode in your container app, you can split incoming traffic between active revisions.

Here's how to configure it:

  1. Enable multiple revision mode:
    • In the Azure portal, go to your container app
    • Select "Revision management"
    • Set the mode to "Multiple: Several revisions active simultaneously"
    • Apply changes
  2. Configure traffic weights:
    • For each active revision, specify the percentage of traffic it should receive
    • Ensure the combined percentage equals 100%

Logging and Troubleshooting

Effective logging is crucial for monitoring and troubleshooting containerized applications. Azure Container Apps provides comprehensive logging capabilities integrated with Azure Monitor.

Centralized Logging Infrastructure

Azure Container Apps environments provide centralized logging capabilities through integration with Azure Monitor and Application Insights. By default, all container apps within an environment send logs to a common Log Analytics workspace, making it easier to query and analyze logs across multiple apps.

Key Logging Benefits

  1. Unified logging experience: All container apps in an environment send logs to the same workspace
  2. Detailed container insights: Access container-specific metrics and logs
  3. Function-specific logging: You can monitor your containerized function app hosted in Container Apps using Azure Monitor Application Insights in the same way you do with apps hosted by Azure Functions.
  4. Scale event logging: For bindings that support event-driven scaling, scale events are logged as FunctionsScalerInfo and FunctionsScalerError events in your Log Analytics workspace.

Troubleshooting Best Practices

When troubleshooting issues in containerized Azure Functions running on ACA:

  1. Check application logs: Review function execution logs for errors or exceptions
  2. Monitor scale events: Identify issues with auto-scaling behavior
  3. Examine container health: Check for container startup failures or crashes
  4. Review ingress traffic: Analyze traffic patterns and routing decisions
  5. Inspect revisions: Verify that traffic is being distributed as expected between revisions

Implementation Steps

Here's the full playlist we did in youtube to follow along: https://www.youtube.com/playlist?list=PLKwr1he0x0Dl2glbE8oHeTgdY-_wZkrhi

In Summary:

  1. Containerize your Azure Functions app:
    • Create a Dockerfile based on the Azure Functions base images
    • Build and test your container locally
    • Video demo:
  2. Push your container to a registry:
    • Push to Azure Container Registry or another compatible registry
  3. Create a Container Apps environment:
    • Set up the environment with appropriate virtual network and logging settings
  4. Deploy your function container:
    • Use Azure CLI, ARM templates, or the Azure Portal to deploy
    • Configure scaling rules, ingress settings, and revision strategy
  5. Set up traffic management:
    • Enable multiple revision mode if desired
    • Configure traffic splitting rules for testing or gradual rollout

Conclusion

Deploying Azure Functions in containers to Azure Container Apps combines the best of serverless computing with the flexibility of containers and the rich features of a managed Kubernetes environment. The built-in Envoy proxy provides powerful traffic management capabilities, especially for handling multiple revisions of your application. Meanwhile, the integrated logging infrastructure simplifies monitoring and troubleshooting across all your containerized functions.

This approach is particularly valuable for teams looking to:

  • Deploy Azure Functions with custom dependencies
  • Integrate functions into a microservices architecture
  • Implement sophisticated deployment strategies like blue/green or A/B testing
  • Maintain a consistent container-based deployment strategy across all application components

By leveraging these capabilities, you can create more robust, scalable, and manageable serverless applications while maintaining the development simplicity that makes Azure Functions so powerful.


I.T. Automation with Python and Ansible

Comprehensive Guide to Upgrading Ansible via Pip with New Python Versions on Ubuntu 20.04

For system administrators and DevOps engineers using Ansible in production environments, upgrading Ansible can sometimes be challenging, especially when the new version requires a newer Python version than what's available by default in Ubuntu 20.04. This guide walks through the process of upgrading Ansible installed via pip when a new Python version is required.

Why This Matters

Ubuntu 20.04 LTS ships with Python 3.8 by default. However, newer Ansible versions may require Python 3.9, 3.10, or even newer. Since Ansible in our environment is installed via pip rather than the APT package manager, we need a careful approach to manage this transition without breaking existing automation.

Prerequisites

  • Ubuntu 20.04 LTS system
  • Sudo access
  • Existing Ansible installation via pip
  • Backup of your Ansible playbooks and configuration files

Step 1: Install the Python Repository "Snakes"

The "deadsnakes" PPA provides newer Python versions for Ubuntu. This repository allows us to install Python versions that aren't available in the standard Ubuntu repositories.

# Add the deadsnakes PPA
sudo add-apt-repository ppa:deadsnakes/ppa

# Update package lists
sudo apt update

Step 2: Install the New Python Version and Pip

Install the specific Python version required by your target Ansible version. In this example, we'll use Python 3.10, but adjust as needed.

# Install Python 3.10 and development headers
sudo apt install python3.10 python3.10-dev python3.10-venv

# Install pip for Python 3.10
curl -sS https://bootstrap.pypa.io/get-pip.py | sudo python3.10

# Verify the installation
python3.10 --version
python3.10 -m pip --version

Note: After this step, you will have different Python versions installed, and you will need to use them with the correct executable as shown above (e.g., python3.10 for Python 3.10, python3.8 for the default Ubuntu 20.04 Python).

Warning: Do not uninstall the Python version that comes with the OS (Python 3.8 in Ubuntu 20.04), as this can cause serious issues with the Ubuntu system. Many system utilities depend on this specific Python version.

Step 3: Uninstall Ansible from the Previous Python Version

Before installing the new version, remove the old Ansible installation to avoid conflicts.

# Find out which pip currently has Ansible installed
which ansible
# This will show something like /usr/local/bin/ansible or ~/.local/bin/ansible

# Check which Python version is used for the current Ansible
ansible --version
# Look for the "python version" line in the output

# Uninstall Ansible from the previous Python version
python3.8 -m pip uninstall ansible ansible-core

# If you had other Ansible-related packages, uninstall those too
python3.8 -m pip uninstall ansible-runner ansible-builder

Step 4: Install Ansible with the New Python Version

Install Ansible for both system-wide (sudo) and user-specific contexts as needed:

System-Wide Installation (sudo)

# Install Ansible system-wide with the new Python version
sudo python3.10 -m pip install ansible

# Verify the installation
ansible --version
# Confirm it shows the new Python version

User-Specific Installation (if needed)

# Install Ansible for your user with the new Python version
python3.10 -m pip install --user ansible

# Verify the installation
ansible --version

Reinstall Additional Pip Packages with the New Python Version

If you had additional pip packages installed for Ansible, reinstall them with the --force-reinstall flag to ensure they use the new Python version:

# Reinstall packages with the new Python version
sudo python3.10 -m pip install --force-reinstall ansible-runner ansible-builder

# For user-specific installations
python3.10 -m pip install --user --force-reinstall ansible-runner ansible-builder

Step 5: Update Ansible Collections

Ansible collections might need to be updated to work with the new Ansible version:

# List currently installed collections
ansible-galaxy collection list

# Update all collections
ansible-galaxy collection install --upgrade --force-with-deps <collection_name>

# Example: 
# ansible-galaxy collection install --upgrade --force-with-deps community.general
# ansible-galaxy collection install --upgrade --force-with-deps ansible.posix

Installing Collection Requirements

When installing pip package requirements for Ansible collections, you must use the specific Python executable with the correct version. For example:

# Incorrect (might use the wrong Python version):
sudo pip install -r ~/.ansible/collections/ansible_collections/community/vmware/requirements.txt

# Correct (explicitly using Python 3.11):
sudo python3.11 -m pip install -r ~/.ansible/collections/ansible_collections/community/vmware/requirements.txt

This ensures that the dependencies are installed for the correct Python interpreter that Ansible is using.

Consider using a requirements.yml file to manage your collections:

# requirements.yml
collections:
  - name: community.general
    version: 5.0.0
  - name: ansible.posix
    version: 1.4.0

And install them with:

ansible-galaxy collection install -r requirements.yml

Step 6: Update Jenkins Configuration (If Applicable)

If you're using Jenkins to run Ansible playbooks, you'll need to update your Jenkins configuration to use the new Python and Ansible paths:

  1. Go to Jenkins > Manage Jenkins > Global Tool Configuration
  2. Update the Ansible installation path to point to the new version:
    • For system-wide installations: /usr/local/bin/ansible (likely unchanged, but verify)
    • For user-specific installations: Update to the correct path
  3. In your Jenkins pipeline or job configuration, specify the Python interpreter path if needed:
// Jenkinsfile example
pipeline {
    agent any
    environment {
        ANSIBLE_PYTHON_INTERPRETER = '/usr/bin/python3.10'
    }
    stages {
        stage('Run Ansible') {
            steps {
                sh 'ansible-playbook -i inventory playbook.yml'
            }
        }
    }
}

Step 7: Update Ansible Configuration Files (Additional Step)

You might need to update your ansible.cfg file to specify the new Python interpreter:

# In ansible.cfg
[defaults]
interpreter_python = /usr/bin/python3.10

This ensures that Ansible uses the correct Python version when connecting to remote hosts.

Step 8: Test Your Ansible Installation

Before relying on your upgraded Ansible for production work, test it thoroughly:

# Check Ansible version
ansible --version

# Run a simple ping test
ansible localhost -m ping

# Run a simple playbook
ansible-playbook test-playbook.yml

Troubleshooting Common Issues

Python Module Import Errors

If you encounter module import errors, ensure that all required dependencies are installed for the new Python version:

sudo python3.10 -m pip install paramiko jinja2 pyyaml cryptography

Path Issues

If running ansible command doesn't use the new version, check your PATH environment variable:

echo $PATH
which ansible

You might need to create symlinks or adjust your PATH to ensure the correct version is used.

Collection Compatibility

Some collections may not be compatible with the new Ansible or Python version. Check the documentation for your specific collections.

Conclusion

Upgrading Ansible when a new Python version is required involves several careful steps to ensure all components work together smoothly. By following this guide, you should be able to successfully upgrade your Ansible installation while minimizing disruption to your automation workflows.

Remember to always test in a non-production environment first, and maintain backups of your configuration and playbooks before making significant changes.

Happy automating!


I.T. Modernization

It's 2025 and We are Still Revolutionizing Legacy IT with Modern DevOps and Platform Engineering to Unlock Business Potential

In the rapidly evolving digital landscape, traditional IT strategies are becoming relics and even risks for cybersecurity if not revised. Organizations clinging to outdated infrastructure and siloed development practices find themselves struggling to compete in a world that demands agility, innovation, and rapid value delivery. This is where modern DevOps and Platform Engineering emerge as transformative forces, bridging the gap between legacy systems and cutting-edge technological capabilities.

Limitations of Traditional IT Strategies

Traditional IT approaches are characterized by:

  • High Cost due to vendor licensing (Currently: VMWare’s Broadcom Acquisition)
  • Slow, cumbersome manual processes (ClickOps Repetition)
  • Scary infrastructure management (Don’t touch it because it’s working!)
  • Disconnected development and operations teams (IT Staff:That’s Dev’s responsibility) 
  • Manual, error-prone configuration processes (ClickOps Engineer did 10 server but forgot one step in 3 servers)
  • Significant time-to-market delays (I.T. PM’s top skill is how to keep delaying project deadlines)

These challenges create a perfect storm of inefficiency that stifles innovation and increases operational costs. Companies find themselves trapped in a cycle of reactive maintenance rather than proactive innovation.

DevOps and Platform Engineering: A Shift to Modern Strategies

Our comprehensive DevOps and Platform Engineering services offer a holistic approach to transforming your IT infrastructure:

1. Unified Ecosystem Integration

We break down the walls between development, operations, and business teams, creating a seamless, collaborative environment. By implementing advanced integration strategies, we transform fragmented IT landscapes into cohesive, responsive systems that align directly with business objectives.

2. Infrastructure as Code (IaC) Revolution

Gone are the days of manual server configurations and time-consuming infrastructure management. Our Platform Engineering approach leverages cutting-edge Infrastructure as Code methodologies, enabling:

  • Repeatable and consistent infrastructure deployment
  • Automated configuration management
  • Rapid scalability and flexibility
  • Reduced human error
  • Enhanced security through standardized deployment processes

3. Continuous Improvement and Innovation

We don’t just optimize your current systems; we create a framework for perpetual evolution. Our DevOps methodologies introduce:

  • Continuous Integration and Continuous Deployment (CI/CD) pipelines
  • Automated testing and quality assurance
  • Real-time monitoring and proactive issue resolution
  • Data-driven performance optimization

Tangible Benefits

Cost Efficiency

By streamlining processes and reducing manual interventions, organizations can significantly cut operational expenses while improving overall system reliability.

Accelerated Time-to-Market

Our platform engineering solutions reduce development cycles from months to weeks, allowing businesses to respond quickly to market demands and customer needs.

Enhanced Reliability and Performance

Automated monitoring, predictive maintenance, and robust architectural design ensure your systems remain stable, secure, and high-performing.

Extra Benefit: A Powerful Approach to Cybersecurity

In today’s threat landscape, cybersecurity is no longer a mere afterthought but a critical business imperative. DevOps methodologies revolutionize security by embedding protective measures directly into the development and operational processes, creating a proactive and resilient security posture.

Integrated Security: The DevOps Security Advantage

Traditional security approaches often treat cybersecurity as a final checkpoint, creating vulnerabilities and inefficiencies. DevOps transforms this paradigm through:

1. Continuous Security Integration (CSI)

  • Automated Security Scanning: Implement real-time vulnerability detection throughout the development lifecycle
  • Code-Level Security Checks: Identify and remediate potential security weaknesses before they reach production
  • Comprehensive Threat Modeling: Proactively analyze and mitigate potential security risks during the design phase

2. Infrastructure as Code (IaC) Security Benefits

  • Consistent Security Configurations: Eliminate human error in security setup through automated, standardized deployments
  • Immutable Infrastructure: Reduce attack surfaces by creating predictable, easily replaceable system components
  • Rapid Patch and Update Mechanisms: Quickly respond to emerging security threats across entire infrastructure

3. Advanced Monitoring and Incident Response

  • Real-Time Threat Detection: Implement sophisticated monitoring tools that provide immediate insights into potential security incidents
  • Automated Incident Response: Create predefined, executable playbooks for rapid threat mitigation
  • Comprehensive Logging and Auditing: Maintain detailed, tamper-evident logs for forensic analysis and compliance requirements

Security Transformation in Practice

Consider the security journey of a typical enterprise:

  • Before DevOps: Sporadic security audits, manual vulnerability assessments, and reactive threat management
  • With DevOps: Continuous security integration, automated threat detection, and proactive risk mitigation

Compliance and Governance

DevOps approaches ensure:

  • Consistent adherence to security standards and regulatory requirements
  • Transparent and traceable security processes
  • Reduced compliance risks through automated checks and balances

The Human Factor Challenge in I.T. : Understanding Resistance to Change

Behind every legacy system and outdated IT strategy lies a deeply human story of comfort, fear, and inertia. The “if it ain’t broke, don’t fix it” mentality is more than just a technical challenge—it’s a profound psychological barrier that organizations must overcome to remain competitive.

The Comfort of the Familiar

Imagine a seasoned IT professional who has spent years mastering a complex, albeit outdated, system. This system has become an extension of their expertise, a familiar landscape where they feel confident and capable. Changing this environment feels like more than a technical challenge—it’s a personal disruption. The human tendency to avoid uncertainty is a powerful force that keeps organizations trapped in technological stagnation.

Psychological Barriers to Technological Evolution

1. Fear of Obsolescence

Many IT professionals worry that new technologies will render their hard-earned skills irrelevant. This fear manifests as resistance to change, creating an invisible barrier to innovation. The “set it and forget it” approach becomes a psychological defense mechanism, a way to maintain a sense of control in a rapidly changing technological landscape.

2. The Illusion of Stability

There’s a comforting myth that stable systems are reliable systems. In reality, “stable” often means “slowly becoming obsolete.” Legacy systems create a false sense of security, masking underlying inefficiencies and potential risks.

The Hidden Costs of Inaction

What appears to be a stable, low-risk approach actually exposes organizations to significant dangers:

  • Technical Debt Accumulation: Each day a legacy system remains unchanged, the cost of eventual modernization increases exponentially.
  • Security Vulnerabilities: Outdated systems become prime targets for cybersecurity threats.
  • Competitive Disadvantage: While your organization maintains the status quo, competitors are leveraging modern technologies to innovate and grow.

Breaking the Psychological Barrier

Successful digital transformation requires more than technical solutions—it demands a holistic approach that addresses human factors:

1. Empowerment Through Education

  • Provide clear, supportive training that demonstrates the personal and professional benefits of new technologies
  • Create learning paths that build confidence and excitement about technological change
  • Highlight how new skills increase individual marketability and career potential

2. Gradual, Supportive Transformation

  • Implement incremental changes that allow teams to adapt without overwhelming them
  • Create a supportive environment that celebrates learning and adaptation
  • Demonstrate tangible benefits through pilot projects and success stories

3. Reframing Change as Opportunity

Instead of viewing technological transformation as a threat, we help organizations see it as:

  • A chance to solve long-standing operational challenges
  • An opportunity to reduce daily frustrations and workload
  • A path to more meaningful and strategic work

The Cost of Comfort

Let’s put the “set it and forget it” mentality into perspective:

Before Transformation

  • Limited flexibility
  • Increasing maintenance costs
  • Growing security risks
  • Decreasing employee satisfaction
  • Reduced competitive ability

After DevOps Transformation

  • Adaptive, responsive infrastructure
  • Reduced operational overhead
  • Enhanced security and reliability
  • Increased employee engagement
  • Competitive technological edge

A New Paradigm of Great Tech Solutions

DevOps and Platform Engineering are not just about implementing new tools—they’re about creating a culture of continuous improvement, learning, and adaptation. We understand that behind every system are human beings with their own experiences, fears, and aspirations.

Our approach goes beyond technical implementation. We provide:

  • Comprehensive change management support
  • Personalized skill development programs
  • Continuous learning and support frameworks
  • A partnership that values both technological innovation and human potential

Invitation to Modernizing I.T.

The world of technology waits for no one. The choice is not between changing or staying the same—it’s between leading or being left behind.

Are you ready to transform not just your technology, but your entire approach to innovation?

Let’s have a conversation about your unique challenges and opportunities.