Title: Subcontractor
Area(s) of responsibility
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.