Senior AI Software Engineer, Brightwheel

• Driven by outcomes. You care about helping preschools and childcare centers stay full, save time, and serve families better — not just about shipping “an AI feature.” You focus on measurable user and business impact
• AI-native. You treat AI as part of your toolchain: you rely on modern AI coding assistants and lightweight automation or orchestration tools to move dramatically faster, and you know when AI adds real leverage versus when a simpler approach is sufficient
• A product-driving technical leader. You don’t wait for perfect requirements — you validate hypotheses with prototypes, talk to customers and internal teams, define success metrics, and use working software to align others and drive decisions
• Full stack with a platform mindset. You are comfortable designing data models and APIs, implementing backend logic, and building the front-end experiences users interact with — while also creating shared services and patterns that other teams can reuse
• Thoughtful about AI’s limits. You understand hallucinations, safety, and evaluation, and you design data flows, UX, and guardrails around those constraints rather than ignoring them
• Security-minded. You handle sensitive school, educator, and family data with care and instinctively look for secure designs and least-privilege access patterns
• 2+ years of professional software engineering experience, with clear ownership of medium-to-large production systems from problem statement and design doc through launch and iteration
• A proven track record of shipping AI-powered products to production, with concrete examples where LLMs meaningfully improved metrics like engagement, time saved, satisfaction, or retention
• Hands-on experience with large language models (LLMs) in real applications, including prompt and tool design, retrieval-style patterns (such as RAG), and evaluation and monitoring in production
• Strong computer science fundamentals (e.g., data structures, algorithms, and systems design) and a generalist mindset, comfortable moving between backend, data, and UX to get the job done
• Backend engineering skills in at least one modern web stack (such as Ruby on Rails, Python, Go, or Node), plus confidence with relational databases and larger datasets, from data modeling to performant queries and analytics
• Experience building modern web front-ends, ideally with React or a similar component-based framework

Desirable

• You are a Senior Software Engineer who is both AI-native and product-minded
• You love taking an ambiguous customer problem, turning it into a clear plan, and shipping a real end-to-end experience that moves a meaningful outcome
• You care about craft and trust in what you ship, and you leave behind reusable building blocks so the next team can move even faster
• In this role, you’ll own AI-powered improvements in core brightwheel workflows end-to-end, from opportunity sizing to launch to iteration. You’ll ship experiences that make administrators and teachers faster and more effective, while creating shared patterns and infrastructure that enable the broader engineering team to build safely and consistently
• Design and build cross-cutting AI services (such as retrieval, context, evaluation, and guardrails) that power multiple product areas like classroom workflows, billing, and family communication
• Own the end-to-end product loop as a hybrid PM+Eng+Data builder: talk to customers and internal teams, define success metrics, design workflows and user experiences, shape data and evaluation plans, and ship iterative releases from prototype to reliable, scalable production
• Create shared abstractions and tooling for AI — including common prompt and tool patterns, logging and monitoring, and reusable components — so other engineers can build on a consistent foundation
• Shape our data and system architecture so AI can safely stitch together longitudinal signals across product, billing, support, and operations, and recommend what should happen next — not just report what happened
• Lead by example in AI-augmented engineering, using AI to multiply your own speed, mentoring L2/L3 engineers, and raising the bar for how we design, ship, and operate AI-powered features