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Director Observability Jobs in Boston, MA (NOW HIRING)

Datadog

Director, Engineering - Cloud Observability

Boston, MA · On-site

$296K - $370K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Datadog's Cloud Observability group is one of the core data retrieval and processing groups ... As Director, you will own engineering for all clouds, generating more than 10 million metric points ...

Datadog

Director, Engineering - Cloud Observability

Boston, MA · On-site

$296K - $370K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Datadog's Cloud Observability group is one of the core data retrieval and processing groups ... As Director, you will own engineering for all clouds, generating more than 10 million metric points ...

Tulip Interfaces

Observability Tech Lead

Somerville, MA · Hybrid

$160K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Direct experience developing and distributing Claude Skills, Gemini Gems, or any other generic AI ... Mentor and evangelize on observability best practices, SLIs/SLOs, and reliability culture across ...

Tulip Interfaces

Observability Tech Lead

Somerville, MA · On-site

$160K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Direct experience developing and distributing Claude Skills, Gemini Gems, or any other generic AI ... Mentor and evangelize on observability best practices, SLIs/SLOs, and reliability culture across ...

SS&C

Observability Engineer (Splunk)

Boston, MA · Hybrid

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Observability Engineer (Splunk) Locations: Jacksonville, FL; Boston, MA; Kanas City, MO | Hybrid 6x ... Communication that is direct, respectful, and documented. This Role May Not Be a Fit If * You ...

SS&C Technologies

Observability Engineer (Splunk)

Boston, MA · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Observability Engineer (Splunk) Locations: Jacksonville, FL; Boston, MA; Kanas City, MO | Hybrid 6x ... Communication that is direct, respectful, and documented. This Role May Not Be a Fit If * You ...

Jibe Ventures

Regional Sales Director

Boston, MA · On-site

$130 - $180/hr

Regional Sales Director * Sales * Boston Description We are not here to blend in ... We are here to redefine what observability means and how it is delivered. groundcover has built a ...

groundcover

Regional Sales Director

Boston, MA · On-site +1

We are here to redefine what observability means and how it is delivered. groundcover has built a ... We are looking for our first Regional Sales Director to join our Boston Office (3 days a week ...

Coralogix, inc.

Director, Alliances & Channel Sales

Boston, MA · On-site

$250 - $400/hr

  • Medical

  • Dental

  • Retirement

  • PTO

## Director, Alliances & Channel SalesBoston, MA · Full-time · Management#### About The PositionCoralogix is a full-stack observability platform built on a streaming architecture that decouples cost ...

Coralogix

Director, Alliances & Channel Sales

Boston, MA · On-site +1

$250K - $400K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Description Coralogix is a full-stack observability platform built on a streaming architecture that ... We are looking for a Director, Alliances & Channel Sales who lives inside that motion. Not a ...

Coralogix

Director, Alliances & Channel Sales

Boston, MA · On-site

$250K - $400K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Coralogix is a full-stack observability platform built on a streaming architecture that decouples ... We are looking for a Director, Alliances & Channel Sales who lives inside that motion. Not a ...

Socket.dev

Director, AI & Tooling

Braintree Highlands, MA · On-site

$164 - $305/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Help Agent Observability Lead the observability program for the Help Agent -- encompassing real ... direct T&P partnerships * Monitor and manage Help Agent production health, including end-to-end ...

Salesforce, Inc.

Director, AI & Tooling

Boston, MA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Help Agent Observability Lead the observability program for the Help Agent - encompassing real-time ... direct T&P partnerships * Monitor and manage Help Agent production health, including end-to-end ...

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Director Observability information

What does a director of observability do?

A Director of Observability leads the strategy and implementation of monitoring, logging, and tracing systems to ensure the health and performance of technical infrastructure. They work with engineering and operations teams to develop best practices, select appropriate tools, and set standards for observability across the organization. Their goal is to provide visibility into system behavior, quickly identify and resolve incidents, and support continuous improvement in system reliability and performance.

How does a director of observability typically collaborate with engineering and operations teams to drive organizational goals?

A Director of Observability works closely with engineering and operations teams to ensure that systems are monitored effectively and issues are identified and resolved quickly. This collaboration often involves developing unified monitoring strategies, aligning observability tools and processes, and facilitating incident response post-mortems. The Director also leads cross-functional meetings to establish best practices, set key performance indicators (KPIs), and ensure observability is integrated into the software development lifecycle. By acting as a bridge between technical teams, they help foster a culture of transparency, reliability, and continuous improvement.

What are the key skills and qualifications needed to thrive as a director of observability, and why are they important?

To thrive as a Director of Observability, you need deep expertise in monitoring, logging, and distributed systems, typically backed by a degree in computer science or a related field and extensive experience in IT or DevOps leadership roles. Proficiency with observability tools such as Prometheus, Grafana, Datadog, Splunk, and APM solutions, along with knowledge of cloud platforms and relevant certifications, is essential. Strong leadership, strategic thinking, and communication skills help drive cross-functional initiatives and foster a culture of reliability. These skills and qualities are crucial for ensuring system health, rapid incident response, and alignment between technical teams and organizational objectives.

What is the difference between Director Observability vs Site Reliability Engineer?

AspectDirector ObservabilitySite Reliability Engineer
Primary FocusOversees observability strategies, tools, and teams to ensure system visibility and performanceBuilds and maintains reliable systems, automates deployment, and manages incident response
CredentialsTypically requires advanced knowledge of monitoring, cloud platforms, and leadership experienceOften has software engineering background, with skills in scripting, automation, and systems engineering
Work EnvironmentLeads teams in tech companies, focusing on monitoring and analytics toolsWorks closely with development and operations teams to ensure system reliability

While both roles focus on system performance and reliability, the Director Observability primarily manages observability strategies and teams, whereas the Site Reliability Engineer is hands-on, building and maintaining reliable systems. The roles complement each other in ensuring optimal system performance and uptime.

What are the most commonly searched types of Observability jobs in Boston, MA?

The most popular types of Observability jobs in Boston, MA are:

What are popular job titles related to Director Observability jobs in Boston, MA?

For Director Observability jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Director Observability jobs in Boston, MA look for?

The top searched job categories for Director Observability jobs in Boston, MA are:

What cities near Boston, MA are hiring for Director Observability jobs?

Cities near Boston, MA with the most Director Observability job openings:

Director Observability jobs near you

Director, Engineering - Cloud Observability

Datadog

Boston, MA • On-site

$296K - $370K/yr

Full-time

Medical, Dental, Retirement, PTO

Re-posted 3 days ago

Datadog rating

9.6

Company rating: 9.6 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

1st of 492 rated business services

Job description

Datadog's Cloud Observability group is one of the core data retrieval and processing groups powering our foundational product, Infrastructure Monitoring. The group's scope includes integration with all major hyperscalers (AWS, Azure, GCP, OCI), as well as both regional and GPU-specific cloud providers. As Director, you will own engineering for all clouds, generating more than 10 million metric points per second, managing ~40 engineers through a team of Engineering Managers. You'll partner with Senior Directors and product leadership to shape the roadmap, not just execute against it, managing the growth of one of Datadog's foundational teams.
At Datadog, we place value in our office culture - the relationships that it builds, the creativity it brings to the table, and the collaboration of being together. We operate as a hybrid workplace to ensure our employees can create a work-life harmony that best fits them.
What You'll Do:
  • Own engineering for all of Cloud Observability
  • Manage ~40 engineers through a layer of Engineering Managers; this is a manager-of-managers role
  • Shape the roadmap alongside product leadership rather than simply executing against it - push back on, iterate on, and help author the strategy for your area
  • Drive AI adoption across the engineering org, from tooling and workflows to product features and team practices
  • Navigate cross-team dependencies across the Agent, Telemetry Onboarding, Integrations, Action Platform, and Infrastructure Monitoring.
  • Build and retain engineering talent in NYC, Boston, and Paris, mentor Engineering Managers toward Director readiness, and participate in the on-call rotation

Who You Are:
  • You have directly managed Engineering Managers, not just individual contributors
  • You have deep experience with one or more cloud providers, ideally with experience operating large-scale systems in the cloud.
  • You have a solid understanding of cloud economics, as well as how to balance performance and cost in cloud computing environments.
  • You integrate AI deeply into how you lead and how your teams build, treating AI-first thinking as core engineering practice rather than a feature bolted onto the product
  • You have a track record of shaping product decisions, not just executing against a spec
  • You have worked with large-scale, event-driven or data-intensive backend systems - ingestion pipelines, high-throughput APIs, or time-series/event data at scale
  • You are comfortable operating in English in a cross-Atlantic org, and are based in New York, Boston, or Paris.

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you're passionate about technology and want to grow your skills, we encourage you to apply.
Benefits and Growth:
  • New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • Intradepartmental mentor and buddy program for in-house networking
  • An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups)
  • Access to Inclusion Talks, our internal panel discussions
  • Free, global mental health benefits for employees and dependents age 6+
  • Competitive global benefits

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
#LI-Hybrid
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
The reasonably estimated yearly salary for this role at Datadog is:
$296,000-$370,000 USD
About Datadog:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog's Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

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