Back to jobs

Monitoring & Observability Engineer

New York City

About Us

Herald builds digital infrastructure for commercial insurance. Today we provide developers a single API to get quotes for insurance products from multiple carriers. Tomorrow we want to build anything that helps developers connect their applications to the insurance ecosystem. We think buying insurance should be as easy as buying anything else online and we want your help!

We’re a team of insurtech veterans with experience at At-Bay, Kin, and Insurify. We’ve raised our Series A funding from top-tier VCs (Lightspeed, Brewer Lane,  Afore, Underscore) along with a panel of insurtech founders (At-Bay, Marble), insurance executives (CRC), and early employees of other successful API infrastructure companies (Plaid, Alloy, Stytch).

The Role

We are building a platform that integrates with dozens of insurance carriers, processing high volumes of transactions through carrier APIs and data feeds. Ensuring reliability, transparency, and traceability across these integrations is mission-critical.

As a Monitoring & Observability Engineer, you will design, implement, and scale observability systems that give us complete visibility into carrier integrations, APIs, and backend services. You will empower our engineering, product, and operations teams to detect issues early, troubleshoot effectively, and ensure our customers always have accurate and timely data.

Why This Role Matters

By making our carrier integrations observable and reliable, you will:

  • Ensure policies, claims, and updates flow seamlessly across systems.
  • Give business and operations teams full transparency into integration health.
  • Reduce downtime, speed up troubleshooting, and protect customer trust.
  • Build the observability foundation that lets us scale integrations with dozens of carriers without losing visibility.

 

What you'll do

  • Build Observability into Integrations

    • Instrument TypeScript/Node.js services with logs, metrics, and traces using OpenTelemetry and related tooling.
    • Ensure end-to-end visibility across API calls, message queues, and data pipelines with insurance carriers.
    • Develop dashboards that highlight transaction flow health, error rates, anomalies, and latency trends.

  • Ensure Reliability of Carrier Data Flows
    • Detect failures such as API outages, data mismatches, and delayed feeds.
    • Build proactive alerting systems to minimize downtime and impact.
    • Automate observability for new carrier integrations to accelerate onboarding.

  • Incident Response & Troubleshooting
    • Partner with integration engineers to rapidly diagnose and resolve carrier-related issues.
    • Conduct root cause analysis on failed transactions and provide data-driven recommendations.
    • Improve incident response processes by refining alerting, runbooks, and playbooks.

  • Scale Monitoring & Automation

    • Build reusable templates for dashboards and alerts, so observability scales with new integrations.
    • Automate checks for data integrity, anomaly detection, and validation pipelines across large carrier data volumes.
    • Enhance developer productivity with self-service observability tools.

What we're looking for

  • 5-7+ years of experience owning monitoring & observability projects while shaping best practices and driving adoption across the tech org. 
  • Strong proficiency in TypeScript/Node.js (experience instrumenting backend services).
  • Hands-on experience with observability tooling (OpenTelemetry, Datadog, Grafana, ELK/Loki, or similar). ç
  • Proven experience with data anomaly detection and validation pipelines.
  • Familiarity with APIs (REST, SOAP, GraphQL) and async messaging systems (Kafka, SQS, RabbitMQ).
  • Experience with cloud environments (AWS/GCP/Azure) and containerized apps (Kubernetes, Docker).
  • Solid knowledge of SQL for querying and investigating data anomalies.
  • Comfort with automation scripting (Python, Bash, or Terraform) for monitoring infrastructure.

Nice to Have

  • Background in insurance, fintech, or other integration-heavy industries.
  • Knowledge of carrier-specific standards (ACORD formats, EDI transactions).
  • Familiarity with compliance/regulatory requirements (HIPAA, SOC2).

 

What we bring

  • 💰 Competitive compensation packages based on experience
  • 📈 Company equity
  • ✈️ Relocation stipend (if you want to join us in the Northeast)
  • 🌛 Quarterly in-person meetups (on the company)
  • 🏝 20 days of PTO (that roll over) + 12 company holidays + 5 sick days
  • 💊 Quality health, vision, and dental insurance
  • 🚆 Pre-tax commuter benefits to be used towards parking & transit costs for those working hybrid in our offices
  • 👵 401K plan
  • 🏠 $500 additional home office stipend (beyond the standard equipment)
  • 👨‍👩‍👧‍👦 Parental leave for all kinds of parents (including adoption and foster care)
  • 🏃‍♀️ An agile and motivated team

Full compensation packages are determined based on candidate experience. Please note that some roles may include variable compensation (such as commission, bonuses, and/or equity) that are not outlined here. This range is depicting base pay only. Any variable compensation will be discussed throughout the hiring process.

New York Pay Range

$170,000 - $200,000 USD

Additional information

Diversity, equity, and inclusion are featured prominently in our company's values which you can read about below. Please reach out if you would benefit from any assistance throughout the application or have suggestions about how we can make our process more accessible and inclusive to all people.

One more note: We want to build an incredible team. As a result, we make a point of being open to surprising candidates who are the right person even though their experience doesn't exactly match up to our job description. Our job descriptions are gestures, not strict criteria. If you think you would be a great addition to our team, but might not fit the criteria perfectly, we still encourage you to apply! We recognize there are many transferable skills and traits that we may not have captured in this description and welcome all interested candidates to apply. 

 

Life at Herald

We're just getting started and building our culture with purpose every day. One of the joys of joining a small company early is that you get to build that culture too. Come join us and help us make Herald an (even more) amazing place to work!



Actions we value

There are many actions that we hope for and even demand from members of our team: communicating honestly, working hard, behaving with integrity. These are expectations. But we value these five actions above and beyond the level of "baseline expectation." We believe that if we excel at these, our business will thrive. We’re betting the company on it.

Build trust 

We always lead with empathy. We publicly own and learn from our mistakes just as we are confident and transparent in explaining our decisions. And we help get the work done because we recognize that no job is too small.

Create a shared reality

We each articulate the facts, assumptions, questions, and fears we hold about our business. We listen to and learn from others. We create a shared set of information before making decisions.

Get better every day.

We constantly seek ways to improve ourselves. We provide each other candid feedback coupled with support to elevate those around us. We refine how we work together to become more effective as a team.

Build a diverse, equitable, and inclusive community.

We thrive when our team has a variety of lived experiences, values each other for their unique perspectives, and shares equitably in our mutual success. We invest in building an inclusive community for people who are oppressed because of their race, ethnicity, age, religion, gender expression, sexual orientation, physical ability, or socio-economic class.

(Remember that) we make the rules.

We once created the ways we work and therefore can change them. We do not default to momentum. We challenge ourselves to deconstruct the status quo and create a better future.

 

Create a Job Alert

Interested in building your career at Herald? Get future opportunities sent straight to your email.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Select...
Select...
Select...

This includes, but not limited to:

-Adjusting the lighting as required for your in-office interviews

-Using auto-captioning for video interviews

-Allowing for intervals during your interviews

-Holding interviews in accessible rooms if required

U.S. Standard Demographic Questions

We invite applicants to share their demographic background. If you choose to complete this survey, your responses may be used to identify areas of improvement in our hiring process.
Select...
Select...
Select...
Select...
Select...
Select...

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Herald’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.