Senior Datadog Architect & Implementation Engineer

iShare Inc
$70 - $75Remote

About The Position

We are seeking a hands-on Senior Datadog Architect & Implementation Engineer to lead the Datadog implementation for a multi-account AWS observability rollout across Development, UAT, and Production environments. The platform supports a portfolio of AI agent solutions built using Amazon Bedrock, Bedrock AgentCore, AWS Lambda, and Amazon ECS. This is an implementation-focused position—not an advisory or dashboard-only role. The successful candidate will deliver a fully operational observability solution, including live dashboards, correctly configured alerts, centralized logs, metrics, distributed traces, and production-ready notification routing.

Requirements

  • 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.

Nice To Haves

  • 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.

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.
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