Staff AI Platform Engineer

About Pilotbase: Flight Schedule Pro powers the world’s flight training ecosystem, supporting over 1,400 flight schools and tens of thousands of pilots each year. We are now building Pilotbase , a connected system that brings together flight schools, pilots, and industry partners into a single, data-driven network. This next phase of growth is focused on expanding within our existing customer base, reaching pilots directly, and creating new revenue streams across the ecosystem. Job Overview: As our Staff Software Engineer for Developer Platform, you are a highly-productive, AI-first engineer who owns the platform and tooling that lets every engineer, PM, and designer at Pilotbase ship faster. This is a force-multiplier role: rather than adding linear capacity to one product team, you raise the ceiling for everyone. You will build and operate the “paved road” of curated, self-service tools spanning local development, CI/CD, shared libraries, cloud infrastructure, and the autonomous AI agents we are embedding into our software development lifecycle. You bring an AI-native methodology to everything you touch: automating away friction, safely introducing agents into the SDLC with the right guardrails, and treating developer productivity as a measurable product, with our engineers as your customers. This is a deeply hands-on individual contributor role with organization-wide impact, responsible for setting the technical direction for how Pilotbase builds software. Responsibilities: Evolve AI use throughout the SDLC — develop, evaluate, and operate autonomous agents and AI tooling that augment how we plan, code, review, and ship, with the governance (access, guardrails, cost, and quality controls) to run them safely at scale Maintain the Pilotbase monorepos — workspace dependency graphs, code sharing, and library publishing across 20+ shared libraries (types, validation schemas, utilities, API clients) Own and evolve our CI/CD pipelines — GitHub Actions, build performance, container builds, and deployments as well as establish quality gates such as testing, and PR checks Co-manage cloud infrastructure — AWS ECS/Fargate, ALB, ECR, CloudFront, and Terraform IaC Strengthen authentication and authorization — enterprise SSO, OAuth integrations, and shared auth providers across web and mobile apps Build and operate the feature flag services to enable safe deployment of new capabilities Drive design system adoption Own database tooling and migrations across a mix of technologies Reduce developer-experience friction, including local dev setup, environment configuration, and AI tooling Qualifications: REQUIRED: An AI-first engineer who reaches for agents and AI tooling by default, with a clear point of view on how they change the way teams build software Experience implementing agentic AI frameworks for software development beyond personal coding assistants. Hands-on experience with monorepo tooling (Nx, Turborepo, or npm/pnpm/yarn workspaces) Hands-on with AWS (ECS/Fargate, ALB, ECR, IAM) and Terraform Comfortable with CI/CD systems and containerized deployments Working knowledge of PostgreSQL and MongoDB Strong, well-formed opinions on code quality, testing, and developer productivity PREFERRED: Experience building or operating ML/LLM/AI infrastructure or agentic systems Exposure to Next.js and/or React Native / Expo Experience building a design system or a feature flag platform Experience treating an internal platform as a product Compensation: $170,000–$210,000 base salary, depending on experience and location. Benefits: Full benefits package (Medical, Dental, Vision, Short-Term Disability, Life Insurance, 401(k) plan) Equity Appreciation Plan Flexible Time Off policy Seven (7) company-wide paid holidays + two (2) floating holidays Two (2) wellness days Employee Assistance Program Professional Development Stipend Home Office Stipend Travel Requirements: Occasional business travel may be required, up to 10%. Deadline for Applications: The company will accept ongoing applications until the role is filled. There is no deadline to apply for this position. Pilotbase is an equal opportunity employer and encourages all qualified individuals to apply. If you're excited about this role, we'd love a chance to review your resume. We value a diverse and inclusive work environment and look for passionate people who are ready to do great things. If there is a required or preferred location for an open role, it will be listed in the job description. All applicants for employment must be legally authorized to work in the United States. Pilotbase does not provide work visa sponsorship at this time. This employer participates in the Electronic Employment Verification Program. Please visit https://www.e-verify.gov/about-e-verify for more information. Pilotbase welcomes all direct applicants, but does not utilize recruiting services from external agencies. Our hiring process includes a video interview through Willo, which uses AI to analyze responses and assist in assessing job-relevant competencies. By proceeding, you consent to this analysis. Your video will only be shared with those involved in your evaluation and deleted upon request. We do not use facial recognition technology. Candidates in Illinois, Maryland, New York City, or Colorado may have additional rights under applicable law. Questions? Contact [email protected].