Senior Dev Ops Engineer

Treeswift Inc

$160K — $220K *
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7-10 years of experience in software engineering with a focus on observability and infrastructure engineering.
  • Hands-on skills with infrastructure-as-code tools like Terraform.
  • Proven experience in container orchestration and debugging, particularly with Kubernetes.
  • Strong proficiency in Linux, capable of handling production issues through logs and metrics.
  • Ability to communicate technical concepts and collaborate effectively with cross-functional teams.

Responsibilities

  • Collaborate with engineering teams to manage changes in data pipelines and AWS services.
  • Design and implement monitoring and alerting for pipeline reliability.
  • Establish CI/CD processes to ensure safe production changes.
  • Enhance the reliability of machine learning inference operations.
  • Continuously improve and automate operational tooling and systems.

Benefits

  • Hybrid work model with 2 days in-office per week.
  • Opportunity to lead and shape the Dev Ops function from the ground up.
  • Engaging in cutting-edge technology within a dynamic team environment.
  • Work in a central location in Lower Manhattan.
Full Job Description
About the role
  • You'll be our first full-time Dev Ops Engineer, so we'll look to you for leadership on how to improve and scale our infrastructure to support each part of the platform. Our data pipeline, machine learning training platform, and web app could all benefit from further productionization.
  • Help us scale and harden the platform that schedules our pipelines, runs machine learning training, and hosts our web app. We run Apache Airflow on Astronomer with DAGs that orchestrate high-volume processing across AWS and Kubernetes, including machine learning inference inside pipeline tasks. You will build the observability and reliability foundations that let us run this system confidently as customer data volume grows: monitoring, alerting, performance/cost visibility, and clear operational practices.
  • Stay curious, collaborative, and cross-functional while also taking ownership of problems. We translate complex, real-world requirements from a critical industry into high-quality data products, so understanding the business holistically is key. We take pride in managing complexity and providing high-fidelity data that our customers can use to make better-informed decisions.
Responsibilities
  • Partner with the data platform and engineering teams to understand how changes propagate across pipeline execution (Astronomer-hosted Airflow DAGs), containerized workers (Kubernetes), and AWS services (S3, SQS, Lambda, Step Functions, ECS).
  • Design and implement reliability and observability for high-volume pipeline operations, including:
    • actionable monitoring/alerting for DAG/task failures and reruns
    • visibility into operational workflows like flight orchestration (including DLQ/failed-message alerting and notification pathways)
    • dashboards and SLO/SLI definitions focused on correctness, throughput, and pipeline health
  • Own CI/CD guardrails for production changes: build/deploy validation and safe rollout mechanics for Astronomer deployments (image builds pushed to ECR, and Airflow configuration updates via Astronomer CLI variable updates)
  • Make machine learning inference operations more reliable and observable:
    • instrument inference runs executed inside pipeline runners (model checkpoint resolution, S3 sync behavior, thresholds and fallback behavior, and output correctness)
    • add operational visibility for inference outcomes (e.g., unknown classification rates, fallback usage, and failure modes)
  • Create operational tooling and continuously improve systems ('leave it better than you found it'), including:
    • runbooks, incident learnings, and engineering standards for debugging at scale
    • automate away toil in deployment and operations workflows as we learn what hurts most

On-call / incident response

There is not currently an established on-call rotation for this platform, and the pipelines do not require real-time processing. That said, you'll still help lead reliability improvements and operational readiness-so the team has faster diagnosis, better alerts, and safer releases when issues do occur.

What we're looking for
  • You are an experienced software engineer where the last 7-10 years required significant time on observability, systems/infrastructure engineering, SRE, or DevOps (ideally in a cloud environment).
  • Ability to reason about architecture end-to-end and articulate your thoughts with product impact in mind (data movement, execution, failure handling, and operational visibility).
  • Hands-on experience with infrastructure-as-code (Terraform and similar) and using it to deliver reliable environments.
  • Experience with container orchestration and debugging in practice (Kubernetes and/or ECS/container-based deployments).
  • Strong Linux debugging skills and demonstrated ability to investigate production issues with logs/metrics and clear hypotheses.
  • Empathy and communication: you can collaborate effectively with engineers across teams (especially the data platform team) and explain tradeoffs clearly.
Nice-to-haves
  • Experience working in early-stage or fast-moving environments where ownership and processes evolve quickly.
  • Experience with Apache Airflow and/or Astronomer.
  • Experience with AWS, although other cloud providers are fine. (DuploCloud experience is also helpful.)
  • Experience with geospatial/imagery/lidar/point-cloud style domains.
  • ML Ops skills (model deployment/inference reliability, packaging, CI/CD for model artifacts, and operational observability for inference pipelines).

Work location

This is a full-time, hybrid role based out of our Lower Manhattan, NYC office (2 days per week in person, currently pinned to Tuesdays and Wednesdays).

Salary

The estimated salary range for this position is $160,000 - 220,000 USD. Total compensation for this position is determined by skills, qualifications, relevant work experience, location, and other factors. This salary estimate excludes the value of any potential bonuses; the value of any benefits offered; and the potential future value of any long-term incentives. This information is provided per the New York City Human Rights Law. Please note that the range provided is applicable only to New York City-based applicants. Base compensation may vary if the work location is outside of New York City.

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