Note: The job is a remote job and is open to candidates in USA. iShare Inc. is an IT consulting firm providing technology advisory, development, and staffing services. The company is seeking a Senior Datadog Architect & Implementation Engineer to implement and support a multi-account AWS observability platform, including integrations, centralized logs, metrics, traces, dashboards, monitors, alerts, and notification workflows.

Responsibilities

• Design and deploy an organization-wide Datadog AWS integration across Dev, UAT, and Prod environments
• Implement the integration using AWS CloudFormation StackSets, AWS Organizations, and secure cross-account IAM roles
• Build and maintain the CloudWatch Logs-to-Datadog pipeline using the Datadog Forwarder Lambda and CloudWatch subscription filters
• Configure Datadog AWS metrics polling across multiple AWS accounts
• Enable CloudWatch Transaction Search and configure the Datadog AWS X-Ray integration
• Ensure AgentCore trace and span data is visible and searchable within Datadog
• Implement distributed tracing and telemetry using AWS X-Ray and OpenTelemetry
• Create tag-driven dashboards organized by environment, AWS account, application, and AI solution
• Build dashboards for AI token consumption, platform usage, performance, reliability, and cost monitoring
• Define, configure, and tune Datadog monitors and alert thresholds
• Establish notification routing, escalation paths, and production-support procedures
• Troubleshoot issues involving missing logs, metrics, traces, permissions, tags, and cross-account integrations
• Work with security, cloud infrastructure, platform, and application teams to complete IAM and compliance reviews
• Provide production support and maintain the implemented Datadog platform
• Working Datadog integrations across all required AWS accounts and environments
• Operational CloudWatch log-forwarding and metrics-polling pipelines
• Visible and searchable AgentCore traces and spans
• Live, tag-driven operational and cost dashboards
• Correctly firing and tuned monitors and alerts
• Production-ready notification routing and support documentation

Skills

• Strong hands-on experience implementing Datadog in multi-account AWS environments
• Proven experience configuring Datadog AWS metrics polling
• Hands-on experience deploying and supporting the Datadog Forwarder Lambda
• Experience configuring CloudWatch Logs subscription filters and centralized log forwarding
• Strong knowledge of AWS Organizations and organization-wide cloud deployments
• Hands-on experience with CloudFormation and CloudFormation StackSets
• Strong understanding of cross-account IAM roles, trust policies, permissions, and security controls
• Experience with AWS X-Ray, OpenTelemetry, distributed tracing, metrics, logs, and spans
• Hands-on experience supporting AWS Lambda, Amazon ECS/Fargate, CloudWatch Logs, and CloudWatch Metrics
• Experience building production Datadog dashboards, monitors, alerts, and notification workflows
• Ability to implement solutions against an existing enterprise architecture
• Experience working through security, compliance, and IAM approval processes
• Strong troubleshooting, cross-team delivery, and production-support skills
• Excellent written and verbal communication skills
• Experience monitoring AI or generative AI solutions built with Amazon Bedrock or Bedrock AgentCore
• Experience creating token-usage and cost-monitoring dashboards for AI workloads
• Knowledge of Datadog tagging strategies and AWS tag taxonomies
• Datadog or AWS professional certifications
• Experience delivering observability solutions in regulated enterprise environments

Benefits

• Part Time • Fully Remote - US
• This is a remote position.

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