Questionnaire Skill

This skill helps users interactively fill out the client questionnaire with intelligent suggestions and validation.

Detection Patterns

This skill activates when:

• •User is viewing or editing a questionnaire.md file
• •User asks for help filling out the questionnaire
• •User mentions specific infrastructure they want to monitor
• •User is unsure about questionnaire options

Behavior

Interactive Mode

When helping fill out a questionnaire, this skill:

1. •

   Reads current questionnaire state

   • •Identifies which sections are complete
   • •Highlights required sections
2. •

   Asks clarifying questions

   • •Cloud providers in use
   • •Infrastructure components
   • •Monitoring requirements
   • •Team structure
3. •

   Provides recommendations

   • •Suggests common configurations
   • •Explains trade-offs
   • •Recommends best practices
4. •

   Validates responses

   • •Ensures required fields are filled
   • •Checks for conflicting selections
   • •Warns about missing dependencies

Section-by-Section Assistance

Organization Setup

Questions asked:

• •Is this a new Datadog organization or existing?
• •Will this be a child organization under a parent?
• •What's the organization name?

Recommendations:

• •Child organizations recommended for client isolation
• •Parent org credentials needed for child org creation

Cloud Providers

Questions asked:

• •Which cloud providers are in use?
• •Are workloads spread across multiple providers?
• •Is there a primary cloud provider?

Recommendations:

• •Start with primary provider, add others later
• •Multi-cloud requires additional integration setup

Infrastructure Components

Questions asked:

• •What types of hosts? (Linux, Windows, Solaris)
• •Container orchestration? (Kubernetes, ECS, Docker Swarm)
• •Serverless functions? (Lambda, Cloud Functions)
• •Databases? (RDS, Cloud SQL, Azure SQL)

Recommendations:

• •Enable host monitoring first
• •Kubernetes requires cluster agent deployment
• •Database monitoring may need additional permissions

Services & Applications

Questions asked:

• •Web servers? (nginx, Apache, IIS)
• •Application servers? (Node, Java, Python)
• •Message queues? (RabbitMQ, Kafka, SQS)
• •Caching? (Redis, Memcached)

Recommendations:

• •APM provides deeper service visibility
• •Integration setup varies by service

Monitoring Requirements

Questions asked:

• •APM for application tracing?
• •RUM for frontend monitoring?
• •Synthetic tests for uptime?
• •Private locations for internal endpoints?

Recommendations:

• •APM recommended for microservices
• •RUM requires frontend code instrumentation
• •Private locations need dedicated workers

Team Structure

Questions asked:

• •How many admin users?
• •How many standard users?
• •Any read-only stakeholders?
• •Role-based access requirements?

Recommendations:

• •Limit admin access
• •Create role-specific permissions
• •Use teams for alert routing

Tagging Strategy

Questions asked:

• •Environment naming? (dev, staging, prod)
• •Team identifiers?
• •Application names?
• •Custom tags needed?

Recommendations:

• •Consistent tagging is critical
• •Use managed_by:terraform for all resources
• •Environment tags enable filtering

Example Interaction

User: "Help me fill out the questionnaire for acme-corp"

Skill:

Let me help you complete the questionnaire for acme-corp.

Section 1: Organization Setup
-----------------------------
Is this a new Datadog organization or will you use an existing one?

Options:
- [ ] Create new child organization (recommended for client isolation)
- [ ] Use existing organization
- [ ] Other

What would you like to select?

User: "New child organization"

Skill:

Great choice for client isolation.

Section 2: Cloud Providers
--------------------------
Which cloud providers does acme-corp use? (Select all that apply)

- [ ] AWS
- [ ] GCP
- [ ] Azure
- [ ] On-premise / VDC

Which ones should I select?

Validation Rules

The skill validates:

Output

When complete, the skill:

1. •Writes the filled questionnaire to disk
2. •Provides a summary of selections
3. •Instructs user to run /org-generator:apply