AI Engineering Systems Lead

Rootstock Software

8d • Remote

About The Position

Most engineering orgs are bolting AI onto how they already work. We're rebuilding the work itself. We believe most of the code in our platform is going to be authored by AI, and that this changes the job of architecture, not just the speed of typing. LLMs are brilliant at producing code that looks right and runs on the first try. They are unreliable at remembering the invariants that keep a large system correct. A platform that only works when the author remembers the rules will quietly rot under AI authorship. So we made a different bet. We build the machinery that makes the rules impossible to break: deterministic checks, compile-time types, runtime guardrails, and autonomous pipelines that ship code through all of it. We're well into this work. We need someone to own it and push it to the frontier. Rootstock brings proven depth in ERP and manufacturing — real products, real customers, decades of hard-won domain knowledge. We're putting that depth behind a clear blueprint for becoming AI Native, with active development underway and the funding to see it through. You'd build alongside a deep bench of senior engineers who have shipped real ERP at scale. Iron sharpens iron.

Requirements

• A strong systems and types thinker. You reach for the type system, the lint rule, or the CI test to make a class of bugs unrepresentable, rather than writing a paragraph in a style guide.
• Real fluency with AI-assisted and agentic development. You've built with agents, you have opinions about where they break, and you've designed around their failure modes.
• Solid programming fundamentals. Competence in Java, JavaScript, or something comparable translates well — strong engineers pick up the rest.
• Comfort building developer tooling, CI/CD, and orchestration: hooks, pipelines, observability. You like making other engineers faster.

Nice To Haves

• Salesforce and Apex experience is a plus, not a gate. We care more about how you think about platforms than how many years you've shipped on any one of them.
• You build things for fun. Have you ever shipped a side project just because you wanted to see if it would work? We want to hear about it.
• You enjoy experiment, trial, failure, and rapid iteration — and you instrument your way out rather than freezing when the first attempt fails.
• You've built a proof of concept just to test a theory, and killed one just as happily when the data said no.
• You're a self-directed learner who's eager to leave a real mark on how an organization builds software. There is enormous surface area here and very little bureaucracy in your way.

Responsibilities

• Own the internal systems that let Rootstock engineers — and our agents — ship production Salesforce code fast and ship it correct.
• Deepen autonomous coding pipelines, widen them to new pipeline types, and raise the bar on how autonomously and reliably it ships.
• Own and keep pushing forward the root-cause engine and its evals.
• Extend the 'Constitution' of enforced architecture and the runtime that enforces it across the Claude Code session lifecycle.
• Build tooling that makes test-first the path of least resistance, for humans and agents alike.
• Decide what the next generation of quality and safety hooks looks like.

Benefits

• Base salary, annual bonus, and a long-term incentive plan (LTIP).
• Claude license, full access to Salesforce's AI tooling, approved API spend, and budget for local model experimentation.
• Equal-opportunity employer.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed