Head of Enterprise Monitoring and Observability
Reports To
Head of Technology Operations
Department
Enterprise Technology
Position SummaryThe 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 ResponsibilitiesEnterprise 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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 - $181,285.00The 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.
Our Promise
At Guardian, you’ll have the support and flexibility to achieve your professional and personal goals. Through skill-building, leadership development and philanthropic opportunities, we provide opportunities to build communities and grow your career, surrounded by diverse colleagues with high ethical standards.
Inspire Well-Being
As part of Guardian’s Purpose – to inspire well-being – we are committed to offering contemporary, supportive, flexible, and inclusive benefits and resources to our colleagues. Explore our company benefits at www.guardianlife.com/careers/corporate/benefits. Benefits apply to full-time eligible employees. Interns are not eligible for most Company benefits.
Equal Employment Opportunity
Guardian is an equal opportunity employer. All qualified applicants will be considered for employment without regard to age, race, color, creed, religion, sex, affectional or sexual orientation, national origin, ancestry, marital status, disability, military or veteran status, or any other classification protected by applicable law.
Accommodations
Guardian is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Guardian also provides reasonable accommodations to qualified job applicants (and employees) to accommodate the individual's known limitations related to pregnancy, childbirth, or related medical conditions, unless doing so would create an undue hardship. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact [email protected]. Please note: this resource is for accommodation requests only. For all other inquires related to your application and careers at Guardian, refer to the Guardian Careers site.
Visa Sponsorship
Guardian Life is not currently or in the foreseeable future sponsoring employment-based visas (e.g., such as an H-1B). In order to be a successful applicant, you must be legally authorized to work in the United States, without the need for employer sponsorship/support now or at any time in the future.
Notice Regarding Guardian’s Use of Artificial Intelligence in Recruitment
As part of Guardian’s job application process, Guardian may use artificial intelligence tools (“AI Tools") to automate the sorting and filtering of information provided by applicants as part of its preliminary screening. This preliminary screening may be used to help identify applicant materials and resumes relative to their indication that the applicant meets the requirements for the specific job for which they are applying, as specified in the listing posted on Guardian’s jobs website (Careers at Guardian at https://www.guardianlife.com/careers). At Guardian, we do not use AI Tools to substantially assist or replace human judgment or discretionary decision making in our hiring process. All hiring decisions will be made by Guardian colleagues.
Please be aware that if you apply for a specific position with Guardian, you will have the choice of opting out of Guardian’s use of AI Tools during the job application process. If you would like to request an alternative process that does not utilize AI Tools or would like to request a reasonable accommodation, within ten business days of your position application, you must email your request to [email protected], making sure to provide your name and job requisition identification number. Guardian will retain your applicant materials and resume and all information therefrom in accordance with Guardian’s document retention policy, a copy of which you may request via [email protected].
Additionally, at applicable times, Guardian will make public the most recent bias audit results for such AI tools, which may be found here.
Current Guardian Colleagues: Please apply through the internal Jobs Hub in Workday.
Guardian Life New York, New York, USA Office
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