Job Description

: Lead Enterprise Tooling & Observability (14+ Years Experience)
Role Overview
We are looking for an experienced Enterprise Tooling & Observability Lead to drive the strategy, design, implementation, and modernization of enterprise monitoring, logging, APM, and operational tooling during and after large scale on prem to AWS cloud migrations.
The ideal candidate brings deep expertise across observability platforms, infrastructure/application monitoring, cloud native operations, and integration of enterprise tools into cloud architectures. This role ensures a seamless migration of tooling capabilities, enhanced visibility, and improved reliability in the AWS operating model.
Key Responsibilities
1. Tooling & Observability Strategy Across Migration Lifecycle

• Define the end-to-end tooling & observability architecture that supports pre migration, migration, and post migration operations.
• Assess current on prem tooling (monitoring, logging, APM, ITSM, event management) and define cloud aligned target tooling architecture for AWS.
• Build a unified observability roadmap covering metrics, logs, traces, dashboards, SLO/SLA monitoring, and event correlation.

2. Migration Aware Observability Design

• Identify tooling gaps that may arise during the migration of applications, networks, storage, and infrastructure.
• Ensure instrumentation readiness for applications moving via lift & shift, replatforming, containerization, and modernization.
• Define observability patterns for hybrid connectivity, multi-account AWS environments, and multi-region workloads.

3. AWS Cloud-Native Observability Integration

• Design and implement observability using AWS-native capabilities such as:

• CloudWatch, CloudTrail, X-Ray, VPC Flow Logs, GuardDuty, Security Hub
• Integration with AWS Control Tower/Organizations for enterprise-wide visibility
• Ensure seamless integration with third party enterprise tools such as:

• Datadog, Dynatrace, AppDynamics
• Splunk/ELK
• Prometheus/Grafana
• ServiceNow, Jira, PagerDuty
• Drive modernization of legacy monitoring solutions to cloud-native ecosystems.

4. Tooling Consolidation & Optimization

• Evaluate existing tooling footprint and identify opportunities for consolidation, cost reduction, and simplification.
• Standardize tooling patterns and create reusable templates/playbooks for AWS workloads.
• Drive automation for alerting, dashboards, health checks, and operational insights.

5. Reliability, Performance & SRE Alignment

• Collaborate with platform and SRE teams to enhance observability maturity (SLIs, SLOs, error budgets).
• Build proactive monitoring capabilities to reduce incidents, improve MTTR, and support predictive operations.
• Ensure the observability platform aligns with enterprise DR, HA, and performance engineering strategies.

6. Governance, Security & Compliance

• Ensure observability tooling adheres to enterprise security, compliance, data governance, and access control policies.
• Define audit ready logging strategies and ensure end to end traceability across hybrid and cloud environments.
• Build governance models for event noise reduction, alert hygiene, and service mapping accuracy.

7. Leadership & Stakeholder Management

• Lead cross-functional teams across application, infrastructure, cloud, DevOps, and security functions.
• Serve as the primary SME for observability decisions, guiding teams through architectural design and implementation.
• Present observability strategy, migration readiness, platform health, and maturity improvements to senior leadership.
• Mentor engineers and drive capability uplift across the organization.

Required Skills & Experience
Technical Expertise

• 14+ years of experience in enterprise monitoring, logging, APM, and observability tooling.
• Strong understanding of AWS architecture, cloud native monitoring tools, and hybrid observability.
• Experience with:

• APM platforms: Dynatrace, AppDynamics, Datadog
• Logging platforms: Splunk, ELK/Opensearch, CloudWatch Logs
• Metrics & telemetry: Prometheus, Grafana, OpenTelemetry
• Event management: ServiceNow, PagerDuty, Moogsoft, BigPanda
• Strong knowledge of instrumentation for distributed systems, microservices, containers (EKS, ECS), serverless workloads, and legacy systems.

Migration & Architecture Skills

• Proven experience supporting large-scale on prem to AWS migrations.
• Deep understanding of migration patterns and observability dependencies.
• Hands-on experience designing observability for multi-account AWS landing zones and multi-region architectures.

Soft Skills & Leadership

• Excellent communication, architectural documentation, and executive presentation skills.
• Ability to influence stakeholders across engineering, cloud, SRE, operations, and leadership.
• Experience leading cross-functional teams and managing vendor/tooling relationships.

Preferred Qualifications

• AWS Certified Solutions Architect / Cloud Practitioner / DevOps Engineer
• Certifications in observability platforms (Datadog, Dynatrace, Splunk, etc.)
• Knowledge of ITIL, SRE principles, and enterprise operational frameworks
• Experience with automation using Python, Terraform, CloudFormation (nice-to-have)

Success Indicators

• Smooth transition of observability and tooling through all migration waves.
• Enhanced end to end visibility across applications, networks, and infrastructure post migration.
• Reduction in incidents, MTTR, and monitoring gaps after migration to AWS.
• Standardized tooling practices aligned with enterprise governance and cloud architecture.
• Strong stakeholder confidence and measurable uplift in observability maturity.

Skills Required