Skip to content
Twenty

Twenty

Arlington, VA

Industrial-scale cyber warfare software for US defense

25 open roles
Cybersecurity1-50Series AFounded 2024

About

Twenty builds intelligent, autonomous systems that automate and accelerate the full offensive cyber operations lifecycle. They serve the U.S. military and Intelligence Community to deliver capabilities that counter adversaries at scale. This industrializes cyber warfare, transforming manual efforts into continuous operations across hundreds of targets.

Tech stack

AWSDockerKubernetesNeo4jPythonGoGraphQLTerraformGrafanaPostgresReactTypeScriptJavaScriptHTMLCSS

Open roles

25
Twenty

Senior/Staff Forward Deployed Software Engineer

TwentyArlington, VA

Forward deployed generalist software engineer embedded at a government customer site in a restricted air-gapped environment. Build customer-specific features, integrate data sources, handle deployments and production incidents for cyber operations platform, and feed field learnings back into core product.

192k – 455k/yrOn-site7+ YOESolutions Architecture
Twenty

Staff Product Manager

TwentyNew York, NY

Lead 0→1 product development for a new cyber operations marketplace at Twenty. Define vision, conduct user discovery, launch MVPs, and partner with small engineering team on matching, trust, and multi-sided platform features. Requires strong judgment in ambiguous environments and experience taking products from concept to scale.

184k – 389k/yrOn-site7+ YOEProduct Management
Twenty

IT Security Engineer

TwentyArlington, VA

IT Security Engineer responsible for designing, implementing, and maintaining enterprise security infrastructure including firewalls, SIEM monitoring, vulnerability management, IAM, and compliance. Requires 5+ years IT security experience, strong networking and cloud knowledge.

116k – 195k/yrOn-site5+ YOESecurity Engineering
Twenty

Dir, Engineering

TwentyWashington, DC

Lead the engineering organization for Pathfinder, Twenty's core cyber operations platform. Manage engineering managers, drive org design and technical roadmap in partnership with PM, engage on architecture with senior ICs, and ensure high-quality delivery for cloud and on-prem deployments. Requires 8+ years software engineering and 5+ years engineering management experience including managing managers.

224k – 470k/yrOn-site8+ YOEEngineering Management
Twenty

Engineering Manager, Platform Team

TwentyWashington, DC

Lead a cross-functional Platform team of frontend, backend, and infrastructure engineers. Own technical roadmap, architecture, and delivery of shared services, UI frameworks, and enterprise capabilities (onboarding, admin, security) consumed by other product teams. Player-coach role with hiring, coaching, and occasional hands-on contributions.

197k – 354k/yrOn-site8+ YOEEngineering Management
Twenty

Strategic Finance and Business Operations Associate

TwentyNew York, NY +1

Build and own the company's financial model, run FP&A and fundraising support, and drive operational systems as a high-velocity generalist finance and ops partner. Requires 1-5 years in banking, PE, or startup finance plus strong modeling and communication skills.

Salary not listedOn-site1+ YOEBusiness Operations
Twenty

Strategic Finance and Business Operations Associate

TwentyArlington, VA

Build and own the company's financial model, FP&A, fundraising support, and operating systems. Ideal for former bankers or strategic finance operators with 1-5 years experience seeking a high-velocity generalist role.

Salary not listedOn-site1+ YOEBusiness Operations
Twenty

Strategic Finance and Business Operations Associate

TwentySan Francisco, CA +2

Build and own financial models, run FP&A and budgeting, support fundraising, and drive operating cadence for a high-growth cybersecurity startup. Requires 1-5 years in IB/PE/strategic finance with strong modeling skills.

Salary not listedOn-site1+ YOEBusiness Operations
Twenty

DevOps Engineer

TwentyArlington, VA +1

Design, build, and operate AWS infrastructure with Terraform, CI/CD pipelines, observability, and security for a national security technology platform.

Salary not listedOn-siteDevOps / SRE
Twenty

Staff Data Engineer

TwentyNew York, NY

Lead data infrastructure for a national security tech company building a high-performance data lake and ETL pipelines for petabyte-scale cyber operations datasets. Requires 8+ years experience, strong data lake expertise, and proven technical leadership.

Salary not listedOn-site8+ YOEData Engineering
Twenty

Mission Deployment Lead, Intelligence Community

TwentyVirginia

Leads deployment and adoption of AI-native cyber software for Intelligence Community users, mapping mission workflows, training operators, and translating field feedback into product improvements. Requires 5+ years IC cyber operations experience and active TS/SCI with Full Scope Polygraph.

Salary not listedOn-site5+ YOECustomer Success
Twenty

Forward Deployed Site Reliability Engineer (TS/SCI Required)

TwentyArlington, VA

Forward Deployed Site Reliability Engineer responsible for owning reliability, observability, incident response, and deployments of a mission-critical platform in a restricted, air-gapped government AWS environment. Requires 5+ years SRE/production ops experience, strong Linux/Docker/Terraform skills, LGTM stack proficiency, and active TS/SCI clearance.

Salary not listedOn-site5+ YOEDevOps / SRE
Twenty

Forward Deployed Site Reliability Engineer

TwentyFort Meade, MD +1

On-site SRE ensuring reliability of mission-critical platform in air-gapped AWS environment at government site. Defines SLOs/SLIs, leads incident response, manages deployments with Docker/Terraform, and liaises between customer and engineering team. Requires 5+ years SRE experience and TS/SCI clearance.

Salary not listedOn-site5+ YOEDevOps / SRE
Twenty

Senior / Staff DevSecOps Engineer

TwentyArlington, VA

Builds and owns security infrastructure including runtime security, IAM, secrets management, CI/CD hardening, and compliance for cloud/container environments. Embeds with engineering teams to enable secure-by-default development using AWS, Terraform, and policy-as-code tools. Requires 8+ years DevSecOps experience.

Salary not listedOn-site8+ YOEDevOps / SRE
Twenty

Senior Frontend SWE

TwentyWashington, DC

Builds high-performance React/TypeScript interfaces for real-time cyber operation data visualization. Owns frontend features end-to-end, focusing on performance, testing, and collaboration in mission-critical environments. Requires 5-8 years experience.

Salary not listedOn-site5+ YOEFrontend Engineering
Twenty

Mission Architect

TwentyArlington, VA

Serves as senior domain expert on product teams, translating operational workflows from cyber/intelligence domains into actionable requirements, user stories, and acceptance criteria. Partners with PMs, engineers, and designers to ensure products meet real-world user needs in high-stakes environments.

Salary not listedOn-site7+ YOEProduct Management
Twenty

Senior Backend Engineer

TwentyWashington, DC

Builds scalable backend services in Go for cyber and electromagnetic systems, handling real-time data with graph databases, event-driven architectures, and high-throughput APIs on AWS. Requires 5+ years experience, Go proficiency, and graph DB expertise.

Salary not listedOn-site5+ YOEBackend Engineering
Twenty

Product Manager

TwentyArlington, VA

Owns product vision and execution for mission-critical offensive cyber software, collaborating with engineers and operators to translate complex needs into roadmaps. Requires 4+ years building products in high-stakes environments with strong technical fluency.

Salary not listedOn-site4+ YOEProduct Management
Twenty

Principal Offensive Cyber Research Engineer

TwentyWashington, DC

Leads offensive cyber research program, defining technical vision, architecting adversary emulation and attack automation systems, mentoring engineers, and advising executives and government stakeholders on strategy and risks. Requires 8-12 years in offensive operations, red teaming, and software development.

Salary not listedOn-site8+ YOESecurity Engineering
Twenty

Offensive Cyber Research Engineer

TwentyArlington, VA +1

Leads development of advanced offensive cyber capabilities, attack path frameworks, and threat emulation tools. Mentors engineers, conducts research on adversary TTPs, and integrates threat intelligence with 6-8 years experience in DNEA/EA operations and red teaming.

Salary not listedOn-site6+ YOESecurity Engineering
Twenty

Staff Data Engineer - TS/SCI Cleared

TwentyArlington, VA

Leads development of high-performance data lakes and ETL pipelines for petabyte-scale cyber operations data. Partners with engineers and analysts to build reliable data systems, drives technical initiatives, and mentors team members. Requires 8+ years experience and TS/SCI clearance.

Salary not listedOn-site8+ YOEData Engineering
Twenty

Senior Forward Deployed Analyst

TwentyFort Meade, MD +2

Serves as SME bridging cyber operations and engineering, translating operational needs into technical specs for AI-powered graph database tools. Conducts DNEA analysis, validates systems, and engages government customers; requires 10+ years in gov cyber ops with TS/SCI.

Salary not listedOn-site10+ YOESolutions Architecture
Twenty

Staff Frontend SWE

TwentyWashington, DC

Leads frontend architecture for high-performance React/TypeScript UIs visualizing real-time cyber operation data. Mentors engineers, optimizes performance, and collaborates cross-functionally in mission-critical environments. Requires 8+ years experience.

Salary not listedOn-site8+ YOEFrontend Engineering
Twenty

Applied AI Engineer

TwentyWashington, DC

Builds and deploys language model-powered systems for cyber national security applications, including fine-tuning LLMs, RAG systems, and production inference. Requires 4+ years ML experience, Python/PyTorch proficiency, and LLM post-training expertise.

Salary not listedOn-site4+ YOEML Engineering
Twenty

Staff Backend Engineer

TwentyArlington, VA

Designs and builds high-throughput backend services processing real-time operational data for national security applications. Requires 10+ years experience, expertise in Golang or similar, distributed systems, AWS, and strong leadership in architecture and mentoring.

Salary not listedOn-site10+ YOEBackend Engineering