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About the Role

We are seeking a Senior/Staff DevOps Engineer focused on infrastructure and reliability to help design, build, and operate our application platform. This position is at the crossroads of software engineering, operations, and security. You will own core AWS infrastructure, drive observability and reliability improvements, and collaborate closely with product and backend teams.

Responsibilities

Design, build, and operate AWS-based infrastructure.
Implement and maintain Infrastructure-as-Code for single-tenant and multi-tenant environments using Terraform.
Build and maintain deployment and environment automation (Ansible or similar).
Own and evolve CI/CD pipelines.
Design, implement, and refine observability: metrics, logs, traces, dashboards, and alerting.
Partner with application teams on architecture decisions, performance tuning, and operational readiness.
Contribute to security and governance: IAM policies, network security, secrets management, and security scanning.
Document systems, patterns, and runbooks so others can operate and extend the platform reliably.

Requirements

Experience administering infrastructure and operating applications deployed on AWS.
Experience using Terraform to manage single-tenant and multi-tenant systems.
Strong instincts and practical experience with IP networking (VPCs, routing, subnets, proxies, DNS).
Strong instincts and practical experience with Network security (security groups, NACLs, firewalls).
Strong instincts and practical experience with PKI management (TLS certificates, CAs, mTLS, certificate lifecycle).
Experience with Ansible or another deployment automation/configuration management framework.
Experience with GitHub Actions or another CI/CD platform (GitLab CI/CD, CircleCI, etc.).
Experience working on reliability projects, such as setting up alert management tools and on-call practices.
Experience working on reliability projects, such as debugging failures in distributed systems.
Experience setting up observability and operations programs, including collecting and representing telemetry in Grafana (dashboards, panels, alerts).
Experience setting up observability and operations programs, including instrumenting applications using OpenTelemetry or other log/metric/trace aggregation frameworks.
Experience managing PostgreSQL databases in production (backups, migrations, performance, monitoring).
Experience managing a pub/sub or queue technology, such as NATS, RabbitMQ, Kafka, AWS SQS, or Google Pub/Sub.
Familiarity with secrets management (AWS SSM/Secrets Manager, Vault, or similar).
Experience or strong interest in cybersecurity (threat modeling, hardening, secure defaults).
Proficiency in Python or another scripting language for tooling and automation.
Experience operating a security scanning tool, such as Trivy (or similar vulnerability/container scanners).
Experience or interest working with large datasets (performance, storage trade-offs, retention policies).
Experience managing graph databases, such as Neo4j, AWS Neptune, or similar.
Experience designing or contributing to runbooks and internal platform documentation for non-infrastructure teams.

Skills

AWS
Terraform
Ansible
CI/CD
Observability
Metrics
Logs
Traces
Dashboards
Alerting
IAM policies
Network security
Secrets management
Security scanning
IP networking
PKI management
GitHub Actions
Grafana
OpenTelemetry
PostgreSQL
NATS
RabbitMQ
Kafka
AWS SQS
Google Pub/Sub
Python

Location

New York, NY

Work Type

On Site
Full Time

Experience Level

Senior
Staff

Benefits

Medical, dental, and vision plan options.
Life / AD&D, disability coverage options.
Paid parental leave for eligible full-time employees.
Paid holidays and flexible PTO.
401(k) with pre-tax and Roth options.
HSA/FSA options, dependent care FSA.

About the Company

America is under sustained cyber attack. Our adversaries infiltrate our networks, steal our IP, and degrade the digital infrastructure that modern life runs on. They’ve learned—correctly—that those attacks rarely produce consequences.
Twenty was founded to change that, by making our adversaries think twice before they attack us. Our vision is American and allied primacy in cyberspace—a future where they cannot contest us, deterrence is assured, and the free world remains secure.
Founded in 2024, Twenty Technologies (www.twenty.io) industrializes offensive cyber operations for the U.S. and its allies. Headquartered in Arlington, Virginia, Twenty has raised $168M from Khosla Ventures, Accel, Caffeinated Capital, Friends & Family Capital, Point72 Ventures, General Catalyst, and In-Q-Tel.

Equal Opportunity

Twenty is an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, veteran status, disability, or any other protected status, consistent with applicable law.
If you need a reasonable accommodation during the hiring process, let us know and we will work with you.