Guardian Life Insurance

Head of Enterprise Monitoring and Observability

Guardian Life Insurance$110K — $181K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in infrastructure operations, platform engineering, observability, or related fields.
  • 5+ years leading enterprise-scale engineering or operational teams.
  • Expert in observability platforms and monitoring technologies.
  • Experience in implementing monitoring strategies and enhancing operational reliability.
  • Strong knowledge of cloud platforms, DevOps practices, and automation.
  • Proven track record in organizational transformation and adoption of new operational capabilities.
  • Strong communication and strategic planning skills.

Responsibilities

  • Define and execute the enterprise observability strategy and roadmap.
  • Establish standards for monitoring, logging, and service observability.
  • Lead evolution toward proactive and automated operational capabilities.
  • Manage the lifecycle and operations of monitoring platforms.
  • Drive improvements in monitoring coverage and operational visibility.
  • Implement operational analytics and AIOps capabilities.
  • Build and lead a high-performing team of observability engineers.

Benefits

  • Flexible working arrangements.
  • Access to professional development opportunities.
  • Opportunity to lead innovative projects in observability.
  • Collaborative work environment across technology disciplines.
Full Job Description
Head of Enterprise Monitoring and Observability

Reports To

Head of Technology Operations

Department

Enterprise Technology

Position Summary

The Head of Enterprise Monitoring and Observability is responsible for defining and executing the enterprise observability strategy, operating model, and platform roadmap that enable proactive, predictive, and resilient technology operations.

This leader owns the enterprise capabilities for monitoring, telemetry, event intelligence, operational analytics, and observability engineering, ensuring technology services are observable, measurable, actionable, and continuously improving.

The role serves as the operational intelligence leader across Enterprise Technology, providing the platforms, standards, insights, and governance required to improve service reliability, accelerate issue detection and resolution, and support modern operational practices.

This leader partners closely with infrastructure, cloud, middleware, application, security, resiliency, and service management teams to build a unified enterprise-wide observability capability.
Key Responsibilities
Enterprise Observability Strategy
  • Define and execute the enterprise observability vision, strategy, operating model, and multi-year roadmap.
  • Establish standards and governance for monitoring, logging, metrics, tracing, telemetry, alerting, and service observability.
  • Lead the evolution of observability capabilities from reactive monitoring toward proactive, predictive, and automated operations.
  • Drive enterprise adoption of modern observability practices, frameworks, and engineering standards.
Observability Platform Ownership
  • Own the strategy, architecture, lifecycle, and operation of enterprise monitoring and observability platforms.
  • Lead platform modernization, tool rationalization, capability expansion, and service offering improvements.
  • Manage vendor relationships, contracts, platform investments, and cost optimization efforts.
  • Ensure scalability, availability, resilience, and ongoing enhancement of observability tooling and services.
Monitoring and Telemetry Services
  • Establish enterprise monitoring and instrumentation standards across infrastructure, cloud, middleware, applications, databases, and digital services.
  • Improve monitoring coverage, telemetry quality, alert effectiveness, signal quality, and operational visibility.
  • Drive adoption of distributed tracing, service dependency mapping, and end-to-end transaction monitoring.
  • Ensure service health and operational data are consistently available across the technology landscape.
Operational Intelligence and AIOps
  • Lead implementation of operational analytics, event intelligence, anomaly detection, predictive insights, and AIOps capabilities.
  • Develop dashboards, scorecards, and reporting that provide actionable operational intelligence to technology leadership.
  • Enable intelligent event correlation, noise reduction, automated diagnostics, and automated operational workflows.
  • Partner with engineering and operations teams to use observability data for continuous improvement and outage prevention.
Reliability and Incident Enablement
  • Partner with technology teams to improve detection, response, recovery, and root cause analysis capabilities.
  • Establish observability practices that improve service reliability, operational resilience, and customer experience.
  • Drive post-incident learning and identification of automation opportunities.
  • Provide enterprise visibility into technology health, performance trends, capacity risks, and reliability risks.
Leadership and Talent Development
  • Build, lead, and develop a high-performing team of observability engineers, platform engineers, and operational intelligence specialists.
  • Foster a culture of innovation, accountability, operational excellence, continuous learning, and cross-functional partnership.
  • Lead organizational adoption of observability best practices through enablement, coaching, and stakeholder engagement.
  • Establish strong partnerships across technology, cybersecurity, architecture, engineering, operations, resiliency, and service management functions.
Qualifications
  • 10+ years of experience in infrastructure operations, platform engineering, observability, reliability engineering, or related technology disciplines.
  • 5+ years of experience leading enterprise-scale engineering or operational teams.
  • Deep expertise in observability platforms, monitoring technologies, telemetry pipelines, logging, metrics, distributed tracing, and operational analytics.
  • Demonstrated experience implementing enterprise monitoring strategies and improving operational reliability at scale.
  • Strong understanding of cloud platforms, hybrid infrastructure, automation, DevOps practices, and modern operational architectures.
  • Experience leading organizational transformation and driving adoption of new operational capabilities.
  • Excellent leadership, communication, stakeholder management, and strategic planning skills.
Success Measures
  • Increased enterprise monitoring and observability coverage.
  • Reduced mean time to detect (MTTD) and mean time to resolve (MTTR).
  • Improved signal quality and reduced alert fatigue.
  • Increased adoption of observability standards and platform capabilities.
  • Improved service reliability, operational resilience, and operational efficiency.
  • Expansion of predictive analytics, automation, and AIOps capabilities across Enterprise Technology.


Salary Range:

$110,350.00 - $181,285.00

The salary range reflected above is a good faith estimate of base pay for the primary location of the position. The salary for this position ultimately will be determined based on the education, experience, knowledge, and abilities of the successful candidate. In addition to salary, this role may also be eligible for annual, sales, or other incentive compensation.

About Guardian Life Insurance

Guardian Life Insurance Careers

Join the Guardian Life Insurance team today and be part of a company that values growth, leadership, and innovation. As a leading provider in the insurance industry, Guardian Life Insurance offers a wealth of job opportunities that empower you to shape your future and strengthen your professional skills. Work You’ll Do At Guardian Life Insurance, you’ll collaborate with a diverse team of experts dedicated to providing exceptional service and innovative solutions to our clients. Our culture thrives on inclusivity and the shared ambition of our team members to drive positive change in the insurance sector. Explore a variety of career paths in areas ranging from customer service to financial advisement, each offering the potential to engage with transformative projects that impact lives. Our commitment to professional growth is evident in our robust training programs, including leadership development and diversity training, designed to enhance your skills and advance your career. Innovative Work Guardian Life Insurance is at the forefront of integrating cutting-edge technology and personalized service. Join us and contribute to initiatives that redefine industry standards and lead to more predictive and personalized customer experiences. Be Part of a Great Team Our team at Guardian Life Insurance is our strongest asset. We foster an environment where creativity and effectiveness are encouraged, making it a perfect place for those who seek to innovate and excel in their careers. With a focus on nurturing talent, we offer comprehensive benefits, competitive salaries, and a supportive atmosphere that advocates work-life balance. Future-Proof Your Career With Guardian Life Insurance, your career is future-proof. Dive into a range of employment opportunities that not only align with your current skills but also challenge you to grow and expand your capabilities. Whether you’re looking for a full-time position, an internship, or even leadership roles, Guardian Life Insurance is committed to helping you find the right path. Stay Connected Join Our Team Discover the job opportunities waiting for you at Guardian Life Insurance. We are continuously hiring and looking for individuals who are passionate, driven, and ready to contribute to our mission. Search open positions that match your skills and interests, and take the first step towards a rewarding career with us. Keep Up to Date Stay informed with the latest career tips, industry insights, and company news—all from the professionals who make Guardian Life Insurance a leader in the insurance industry. Our careers blog provides valuable information to help you prepare for your next interview, polish your resume, and enhance your networking abilities. Job Alert Emails Customize your experience by subscribing to job alerts and insider tips tailored to your preferences. Discover exciting and rewarding opportunities that await at Guardian Life Insurance, and see how you can contribute to our legacy of excellence and innovation. Join Guardian Life Insurance today and be part of a company that’s dedicated to your career growth and professional development.
Learn more about Guardian Life Insurance
Size
9,000 employees
Industry
Founded
1860

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