Senior Staff Software Engineer, AI-Native Engineering – Flow

This is a fully remote position, open to applicants in Massachusetts.

📋 Description

• Oversee the design and implementation of intricate, cross-departmental features from architecture to production operations.

• Develop AI-native functionalities such as agent loops, tools, prompt and context layers, grounded retrieval, and evaluation harnesses.

• Establish and promote the use of AI in areas including code generation, test automation, review, triage, and documentation.

• Assess the effectiveness of AI-driven development methodologies and disseminate successful practices.

• Provide mentorship to senior and mid-level engineers.

• Set benchmarks for code quality, observability, and responsible AI utilization.

• Collaborate with product, UX, and engineering leaders to transform ambiguous challenges into well-defined, executable plans.

• Take ownership of production quality, including defect triage, release readiness, and gate reviews.

⛳️ Requirements

• Proven experience in leveraging or thoughtfully integrating AI into workflows, decision-making processes, or problem-solving strategies.

• Current, practical expertise in AI-assisted and agentic development.

• Over 12 years of experience in software engineering.

• Demonstrated history of technical leadership at the staff level or in a comparable role.

• Strong command of TypeScript or another statically typed programming language.

• Proficient in system design.

• Practical experience in building or integrating LLM-based features, including prompt design, retrieval or context management, evaluation, and cost/latency considerations.

• Familiarity with agentic architectures, encompassing tool utilization, orchestration, and human-in-the-loop controls.

• Excellent written and verbal communication skills, capable of briefing senior leadership and aligning multiple teams.

• Understanding of enterprise SaaS, multi-tenant systems, and secure, compliant software delivery practices.

🏝️ Benefits

• Equity (when applicable).

• Variable/incentive compensation.

• Health plans.

• Flexible spending accounts.

• 401(k) Plan with company match.

• Employee Stock Purchase Plan (ESPP).

• Matching donations.

• Flexible time away plan.

• Family leave programs.