SECTION I · THE BRIEF
Brief #33051Updated 27 JUL 2026REMOTELeverSOFTWARE COMPANIES
Employbl Company Profile

Sr. Observability Engineer

FreedomPay is a company that provides payments platform as a service. It was founded in 2000 and is currently located in Philadelphia, Pennsylvania. In early 2000, FreedomPay launched mobile payment "proof of concepts"…

Location
Remote
Company size
10–1,000
Posted
2w ago
Via
Lever
Section II · Premium ProfileMembers only
  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
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  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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Sr. Observability Engineer · FreedomPay

View company profile
Job title
Sr. Observability Engineer
Job location
Select USA Remote Locations
Job description

The Senior Observability Engineer is responsible for defining, leading, and advancing enterprise observability strategy, architecture, and implementation across applications, platforms, infrastructure, and operational services. This role requires deep hands-on expertise with Dynatrace SaaS and recent Dynatrace platform capabilities and innovations, as well as strong experience with OpenTelemetry, cloud-native observability, AIOps, and agentic operations.

This individual will serve as a principal-level technical leader, applying strategic thinking, systems architecture expertise, and sound decision-making to establish modern observability standards and scalable telemetry practices. Working in a fast-paced, highly collaborative technology environment, this role partners closely with engineering, site reliability, platform, security, infrastructure, operations, and architecture teams to guide the organization beyond traditional monitoring toward more intelligent and adaptive operational models.

Essential Duties & Responsibilities:
  • Define and evolve our enterprise observability vision, standards, principles, and roadmap, using strategic thinking and sound judgment to align technical direction with business needs.

  • Lead the implementation, optimization, and adoption of Dynatrace SaaS and its latest platform capabilities across the enterprise.

  • Establish scalable telemetry architecture and OpenTelemetry standards that improve consistency, interoperability, and long-term flexibility.

  • Design observability solutions for Kubernetes, containers, microservices, distributed applications, and public cloud environments.

  • Apply AIOps and agentic operations capabilities to strengthen detection, event correlation, diagnosis, automation, operational response, and continuous improvement.

  • Develop and maintain service health models, SLOs, dashboards, alerting strategies, telemetry governance, and observability best practices that support operational excellence and service reliability.

  • Collaborate across engineering, site reliability, platform, security, infrastructure, operations, and architecture functions to expand observability adoption and maturity.

  • Guide the transition from legacy monitoring practices to modern, adaptive, and outcome-focused observability models, including initiatives involving production systems and enterprise platform transformation.

  • Mentor engineers, influence technical direction, solve complex problems, and help shape enterprise architecture and engineering standards.

Required Qualifications :
  • Master’s degree from an accredited college or university in Computer Science, Information Systems, Engineering, or a related technical field.

  • 8+ years of experience in observability, monitoring, site reliability engineering, platform engineering, infrastructure engineering, or related technical disciplines.

  • Deep hands-on experience with Dynatrace SaaS and recent Dynatrace platform capabilities and innovations.

  • Strong experience with OpenTelemetry and telemetry instrumentation, collection, and architecture practices.

  • Experience designing and implementing observability solutions for cloud-native infrastructure, distributed systems, and modern application environments.

  • Hands-on experience implementing AIOps and/or agentic operations capabilities.

  • Strong understanding of metrics, logs, traces, event correlation, service health, alerting models, and operational intelligence.

  • Demonstrated ability to apply lessons from traditional monitoring approaches to modern observability strategy and technical design.

  • Proven ability to lead technical initiatives, influence architectural decisions, and drive adoption across multiple teams and stakeholders.

  • Strong verbal and written communication skills, with the ability to collaborate across functions and influence technical and non-technical stakeholders.

Preferred Qualifications:
  • Experience leading enterprise-scale observability transformation initiatives.

  • Experience with AWS, Azure, and/or Google Cloud Platform.

  • Strong knowledge of site reliability engineering principles, including SLIs, SLOs, incident response, and operational resilience.

  • Experience with automation, orchestration, and remediation workflows.

  • Familiarity with additional observability platforms, frameworks, or ecosystems beyond Dynatrace.

  • Experience with scripting or programming languages such as Python, Go, Bash, or JavaScript.

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FreedomPay headquarters

Philadelphia, PA

Company size

101,000 employees

Founded

2000

Total raised

$23,160,000

View company profile ↗

Funding rounds

  • Series Unknown$2.2M
  • Series D$6M
  • Series C$7M
  • Series B$8M