--- title: 'DevOps Engineer at Twenty' canonical: 'https://feeny.ai/job/devops-engineer-twenty-new-york-tntzvqxvqzm4' type: 'job' last_seen: '2026-09-07' --- # DevOps Engineer at Twenty - **Company:** Twenty - **Location:** New York, NY - **Compensation:** $130k–$184k - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-05-20 - **Last confirmed live:** 2026-09-07 - **Apply:** https://jobs.ashbyhq.com/twenty/2115e62c-b2e5-4fc4-94fb-1009ccc3f1a8 ## Job description ## 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 http://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. Mission | On Site | Full Time | U.S. Citizenship Required / No Active Clearance Required ## ROLE SUMMARY We are seeking a DevOps Engineer / Software Engineer – Infrastructure for an in-office position in our New York, NY office 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. Common backgrounds for this role include DevOps Engineer, SRE, Platform Engineer, or Backend Engineer (Infrastructure). ## WHAT YOU’LL DO - 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. ## MUST HAVE - 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). - Network security (security groups, NACLs, firewalls). - PKI management (TLS certificates, CAs, mTLS, certificate lifecycle). ## SHOULD HAVE - 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. - Debugging failures in distributed systems. - Experience setting up observability and operations programs, including: - Collecting and representing telemetry in Grafana (dashboards, panels, alerts). - 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). ## NICE TO HAVE - 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. ## Benefits What's on the table: - Health. Medical, dental, and vision plan options. Life / AD&D, disability coverage options. - Family. Paid parental leave for eligible full-time employees. 12 weeks for birthing parents, 4 for non-birthing parents, 6 weeks for adoptive, foster, or intended parents through surrogacy. - Vacation. Paid holidays and flexible PTO. Take what you need. - Retirement. 401(k) with pre-tax and Roth options. HSA/FSA options, dependent care FSA. Benefits vary by location, role, and eligibility. Full plan details provided during the interview and offer process. If this role sounds like you, apply and share with us your interest Due to U.S. government contract and security requirements, this role is limited to U.S. citizens. Some positions may also require eligibility to obtain and maintain a U.S. Government security clearance. Any active clearance requirement will be listed in the role description. 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. ## About Twenty ## Company Overview - **One-liner**: Twenty builds and scales the software and capabilities of modern cyber conflict, industrializing the American arsenal for the war of now. - **Entity Type**: Private (Series B; $138M total funding as of June 2026) - **Headquarters**: Arlington, Virginia, United States - **Founded**: 2024 - **Founders**: Joe Lin (CEO), Peter S., Skyler O. ## Core Business - **Primary industry**: Cyber warfare and national security (Computer and Network Security) - **Target customers**: U.S. military and Intelligence Community (B2G) - **Mission**: Deliver industrial-scale cyber capabilities, ensuring the U.S. and its allies are able to deter and defeat their adversaries [twenty.io/careers](https://twenty.io/careers/). ## Products & Services - **Cyber Warfare Platform**: Intelligent, autonomous end-to-end systems that accelerate the entire offensive cyber operations lifecycle. Encodes elite tradecraft directly into software, transforming workflows that once took weeks of manual effort into automated, continuous operations across hundreds of targets simultaneously. [twenty.io](https://twenty.io/) ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: Total funding $138M (as of June 2026), including a $38M Series A led by Caffeinated Capital in November 2025 and a subsequent $100M round in June 2026 [aventure.vc](https://aventure.vc/companies/twenty-arlington-va-us) [prnewswire.com](https://www.prnewswire.com/news-releases/twenty-raises-38m-to-transform-cyber-warfare-at-industrial-scale-302622230.html) - **Notable Investors/Partners**: Caffeinated Capital, General Catalyst, In-Q-Tel, Accel, Point72 Ventures, Friends & Family Capital [twenty.io/careers](https://twenty.io/careers/) - **Growth Signals**: Headcount grew 245% YoY, reaching ~50 employees; 34+ active job postings as of July 2026; emerged from stealth in November 2025 with over $100M in government contracts [linkedin.com](https://www.linkedin.com/company/twentytechnologies) [prnewswire.com](https://www.prnewswire.com/news-releases/twenty-raises-38m-to-transform-cyber-warfare-at-industrial-scale-302622230.html) ## Competitive Advantages - **Elite team**: Composed of the top 0.1% of cyber operators (from USCYBERCOM, NSA, DHS, U.S. Marine Corps, Navy, Army) and proven builders (from Palantir, Palo Alto Networks, Expanse) [twenty.io/careers](https://twenty.io/careers/) - **Proven track record**: The founding team built the most successful SaaS cyber product in U.S. military history and defended tens of thousands of networks [twenty.io](https://twenty.io/) - **100X improvement**: Industrial-scale automation replaces manual, bespoke methods, fundamentally reshaping how the U.S. and allies engage in cyber conflict [twenty.io](https://twenty.io/) - **Strategic backing**: Supported by top defense-tech VCs and In-Q-Tel (the CIA’s venture arm) ## Strategic Focus - Accelerating the delivery of intelligent, autonomous cyber warfare systems to close critical gaps in U.S. offensive capabilities - Countering adversaries such as the People’s Republic of China (PRC) in the cyber domain - Expanding partnerships across the U.S. military and Intelligence Community, with deployments already in active combat operations [prnewswire.com](https://www.prnewswire.com/news-releases/twenty-raises-38m-to-transform-cyber-warfare-at-industrial-scale-302622230.html) ## Why Work Here - **Mission-driven impact**: Your code directly affects mission success or failure — “the difference between mission success and mission failure” [twenty.io/careers](https://twenty.io/careers/) - **Elite peer group**: Work alongside top 0.1% cyber operators and world-class technologists - **Rapid growth**: 245% headcount increase YoY; 39 open roles across engineering, product, finance, growth, and talent [twenty.io/careers](https://twenty.io/careers/) - **Culture**: “Serious work, savage wit, zero excuses.” Emphasis on solving “crazy-hard problems” that nation-state adversaries face. “No one is coming to save us, so we’d better do it ourselves.” [twenty.io/careers](https://twenty.io/careers/) - **Work environment**: Primarily on-site at secure locations (Arlington, VA HQ; Fort Meade, MD; San Antonio, TX; Augusta, GA). Most roles require relocation to the Washington, DC area or other government facilities. [twenty.io/careers](https://twenty.io/careers/) - **Notable perks**: Not explicitly detailed, but the focus is on building revolutionary capabilities for national security rather than typical engagement metrics. ## Sources 1. [twenty.io](https://twenty.io/) 2. [twenty.io/careers](https://twenty.io/careers/) 3. [linkedin.com](https://www.linkedin.com/company/twentytechnologies) 4. [prnewswire.com](https://www.prnewswire.com/news-releases/twenty-raises-38m-to-transform-cyber-warfare-at-industrial-scale-302622230.html) 5. [aventure.vc](https://aventure.vc/companies/twenty-arlington-va-us) ## Other roles at Twenty - [Accounting Manager (First Hire)](https://feeny.ai/job/accounting-manager-first-hire-twenty-arlington-j2ngp8bfzya1) — Arlington, VA - [Senior Accountant (First Hire)](https://feeny.ai/job/senior-accountant-first-hire-twenty-arlington-at0x228y6rbj) — Arlington, VA - [Senior / Staff Forward Deployed Software Engineer - TS/SCI Cleared](https://feeny.ai/job/senior-staff-forward-deployed-software-engineer-ts-sci-cleared-twenty-chantilly-sjhj4pgb897b) — Chantilly, VA - [Staff Product Manager](https://feeny.ai/job/staff-product-manager-twenty-new-york-smpbxyp29dwt) — New York, NY - [IT Security Engineer](https://feeny.ai/job/it-security-engineer-twenty-arlington-ghw0n54mkva0) — Arlington, VA - [Director, Software Engineering](https://feeny.ai/job/director-software-engineering-twenty-arlington-x1e02f23d4cs) — Arlington, VA - [Engineering Manager, Platform Team](https://feeny.ai/job/engineering-manager-platform-team-twenty-arlington-g1m4yknrachh) — Arlington, VA - [Strategic Finance and Business Operations Associate (Relocation to Washington, DC)](https://feeny.ai/job/strategic-finance-and-business-operations-associate-relocation-to-washington-dc-9z8te2v40xch) — New York, NY - [Strategic Finance and Business Operations Associate](https://feeny.ai/job/strategic-finance-and-business-operations-associate-twenty-arlington-vh3tn5y5c4n8) — Arlington, VA - [Strategic Finance and Business Operations Associate (Relocation to Washington, DC)](https://feeny.ai/job/strategic-finance-and-business-operations-associate-relocation-to-washington-dc-n357t6m7cx5b) — San Francisco, CA