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TwentyTwentyArlington, VA

Senior/Staff Forward Deployed Software Engineer

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/yr
On-site7+ YOESolutions Architecture

About the role

What You'll Do

Customer-Specific Features & Extensions

  • Design and build features, extensions, and integrations that adapt Twenty's applications to this customer's mission, workflows, and environment.
  • Work directly with customer users and technical staff to understand what they actually need, then scope and deliver it, making pragmatic trade-offs between speed, robustness, and what the environment allows.
  • Write code that is testable, debuggable, and maintainable by engineers who can't access the environment in which it runs. Tests carry unusual weight here: they're how Arlington trusts a change they'll never see run.
  • Write code that meets the security standards of classified environments: no hardcoded secrets, disciplined credential handling, and audit-ready practices throughout, so your work moves through the customer's approval process without friction.

Data Integration & AI-Backed Capabilities

  • Build software extensions that retrieve, parse, transform, and load new data sources into Twenty's applications, working with forward deployed data engineers where present and Arlington data engineers where not.
  • Investigate unfamiliar source systems and data formats, working with customer stakeholders to understand semantics, access patterns, and constraints before writing code.
  • Extend and field-test AI-backed capabilities in Twenty's applications with guidance from Arlington AI engineers, and report back what actually works against real data and real users.

Deployment & Site Reliability

  • Work with the customer's deployment team to get software approved, deployed, and running in the high-side environment, and execute deployments and updates in coordination with Arlington engineering.
  • Monitor the health of the platform and its data flows on-site using the LGTM stack (Grafana, Loki, Tempo, Mimir); identify anomalies and degradations before they become incidents. In an air-gapped environment, efficiency compounds.
  • Diagnose and resolve production issues where they happen, escalating to Arlington with a clear picture of what you found, not just what triggered the alert.
  • Drive root cause analysis and post-incident reviews in partnership with the Arlington engineering team, and turn findings into runbooks, fixes, or upstream design changes.
  • Participate in on-call rotation using PagerDuty, with clear escalation paths to the engineering team. The environment is air-gapped, so off-hours incident response may require returning to the customer facility rather than remoting in.

Product Engineering

  • When customer-driven work is quiet, build feature capabilities for Twenty's core product applications alongside the Arlington product engineering teams.
  • Surface patterns from the field that should become platform capabilities, and advocate for them with the product engineering team. What you generalize from one customer makes every deployment after it faster.

Customer & Team Liaison

  • Serve as a consistent engineering presence for the government customer: professional, reliable, and clear under pressure.
  • Relay operational observations, capability gaps, and customer feedback to the Arlington team accurately and promptly.
  • Work alongside other forward deployed engineers and analysts, sharing context and coverage across the on-site team.

Who You Are

  • You independently identify the right solution to ambiguous, open-ended problems. Problems reach you before they're fully defined, and the environment's constraints are discovered, not documented; you investigate, form a design, and deliver without waiting for a spec.
  • You have real range. You've shipped across more of the stack than your title suggests, and you get productive in unfamiliar systems quickly. You'd rather be effective at many things than perfect at one.
  • You know the difference between what you can do alone and what you should do with help, and you actively use Arlington specialists as a resource without being dependent on them for every decision.
  • You respond with urgency to operational issues and own resolution within your sphere. You're unafraid to call an incident when the signal warrants it.
  • You proactively create and update runbooks and documentation for the components you own. In an environment the rest of the team can't access, what you write down is what they know.
  • You understand the customer and the mission well enough to know which work has the greatest impact, and you redirect your focus when what you're doing isn't moving the needle.
  • You tailor your communication to your audience, whether that's a product engineer in Arlington, a DevSecOps teammate, or a non-technical customer stakeholder, and you proactively share information so the right people stay informed and aligned.
  • You're comfortable operating in secure environments where tooling is limited, internet access is not a given, and the stakes are real.

Must Have

  • 6+ years of professional software engineering experience, including substantial time owning services or applications running in production.
  • Strong generalist programming ability in at least one of Go, Python, or TypeScript, writing code that remote teammates can review, extend, and trust.
  • Experience building and shipping backend services or full-stack features end to end: design, implementation, testing.

Skills

GoPythonTypeScriptBackend Developmentfull stack developmentGrafanalokitempomimirpagerdutysite reliability engineeringdata integrationai integration
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