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DataDog Observability Engineer - Part Time (R-00231)

True Zero Technologies

Responsibilities

  • Design, implement, and maintain end-to-end observability solutions using Datadog — infrastructure monitoring, APM/distributed tracing, log management, RUM, and synthetic monitoring — across cloud and on-premises environments.
  • Build and maintain dashboards, SLOs, and intelligent alerting policies that surface actionable signal and reduce noise for on-call teams.
  • Implement and tune observability for healthcare applications and infrastructure (EHR/EMR platforms, HL7/FHIR interfaces, clinical systems) to protect uptime, data integrity, and compliance with HIPAA and related regulatory requirements.
  • Configure log pipelines, custom metrics, and telemetry ingestion (via Datadog Agent, OpenTelemetry, and APIs) to ensure high-fidelity, cost-efficient data collection at scale.
  • Partner with SRE and engineering teams to detect, triage, and resolve incidents; drive root-cause analysis and post-incident reviews using Datadog’s tooling.
  • Integrate the Datadog platform with existing ITSM, CI/CD, and security tooling; collaborate with security teams to incorporate endpoint and asset data from Tanium into the overall observability and security architecture for unified risk and health visibility.
  • Manage Datadog configuration (monitors, dashboards, SLOs) as code using Terraform or the Datadog API/CLI to ensure consistency, version control, and repeatable deployments.
  • Monitor and optimize Datadog usage, tagging strategy, and data retention to control cost while maintaining coverage and performance.
  • Ensure observability practices align with regulatory and security requirements, including HIPAA, NIST SP 800-53, and Zero Trust principles.
  • Deliver technical reports on system health, performance trends, and reliability posture with clear, actionable recommendations.
  • Engage with clients and stakeholders throughout the project lifecycle to align observability strategy with mission and business objectives.

Requirements

  • Minimum of 5 years in observability, DevOps, SRE, or systems engineering, with substantial hands-on experience administering and architecting the Datadog platform.
  • AWS Certified Solutions Architect – Associate or AWS Certified DevOps Engineer – Professional
  • Microsoft Certified: Azure Administrator Associate or Azure Solutions Architect Expert
  • Google Cloud Professional Cloud DevOps Engineer

Position Overview

True Zero is seeking a Datadog Observability Engineer to lead the design, implementation, and operation of enterprise-grade observability solutions built on the Datadog platform across secure, mission-critical, and healthcare environments. This is a senior technical role for an engineer who pairs deep, hands-on expertise in infrastructure monitoring, APM, log management, and synthetic testing with the judgment to guide teams, engage clients, and deliver production-grade, highly reliable observability capabilities.

The ideal candidate brings a track record of architecting and operating Datadog environments across large, distributed systems — including experience monitoring healthcare applications and infrastructure subject to HIPAA and other regulatory requirements, where uptime, data integrity, and patient-safety-critical alerting are paramount. Experience integrating endpoint and asset visibility from Tanium into the overall observability and security architecture is a strong plus, giving teams a unified view across infrastructure health, application performance, and endpoint risk.

Team Development

Coach and mentor junior engineers on observability best practices and Datadog platform capabilities.

Citizenship

U.S. citizenship required; must be willing to undergo a U.S. Government background investigation.

Datadog Expertise

Deep hands-on experience with Datadog APM, Infrastructure Monitoring, Log Management, Synthetic Monitoring, RUM, and Cloud Security Management.

Healthcare Experience

Experience monitoring and supporting healthcare applications and infrastructure (EHR/EMR, HL7/FHIR, clinical or patient-facing systems) in HIPAA-regulated environments is highly valued.

Endpoint & Security Integration

Familiarity with Tanium or similar endpoint management/visibility platforms, and experience incorporating endpoint telemetry into the overall observability and security architecture, is a strong plus.

Cloud & Infrastructure

Hands-on experience with major cloud platforms (AWS, Azure, GCP), containerized environments (Kubernetes, Docker), and hybrid/on-prem infrastructure.

Automation & IaC

Proficiency with Terraform and scripting/automation (Python, Bash) for configuration-as-code and pipeline automation.

Methodologies

Strong understanding of SRE principles, SLIs/SLOs/error budgets, incident management, and root-cause analysis.

Governance

Familiarity with NIST SP 800-53, HIPAA technical safeguards, and Zero Trust architecture principles.

Integration

Experience integrating observability tooling with ITSM platforms (ServiceNow, Jira), CI/CD pipelines, and SIEM/security tooling.

Communication

Excellent written and verbal skills to convey technical information to diverse audiences.

Education

  • Bachelor’s degree in Computer Science, Information Technology, Engineering, or a related field preferred; equivalent experience considered.
  • Certifications
  • Candidates should possess three or more of the following:

Datadog Fundamentals Certification

  • Datadog APM & Distributed Tracing Fundamentals Certification
  • Datadog Log Management Fundamentals Certification
  • Certified Kubernetes Administrator (CKA)

HashiCorp Certified: Terraform Associate

ITIL Foundation Certification

  • We’re actively searching for talented and expereinced professionals who are ready to experience the True Zero difference. As a True Zero team member, you'll enjoy:
  • Competitive salary, paid twice per month
  • Best in class medical coverage
  • 100% of medical premiums covered by True Zero

Company wide new business incentive programs

  • Contribution Incentives (i.e. white papers, blog posts, internal webinars, etc.)
  • 3 weeks of PTO starting + 11 Paid Holidays Annually
  • 401k Program with 100% company match on the first 4%
  • Monthly reimbursement of Cell Phone and Home Internet costs

Paternity/Maternity Leave

Investment in training and certifications to broaden and deepen your technical skills