Senior Software Engineer

Explicitly requires vibe/agentic coding skills and AI-native workflows (prompt engineering, Spec-Driven Development, RALPH Loops) to rapidly ship features.

About the Role

Senior Software Engineer to lead development of backend and generative-AI content pipelines for a newly funded edtech product, building an AI workflow engine and resilient, scalable Python/TypeScript infrastructure. Act as technical lead for agentic coding, prompt and context engineering, and ship multiple substantial features per week.

Job Description

Role

Senior Software Engineer (full-time, salaried) to join a small, growing engineering team building new edtech products. The role is focused on back-end systems, generative AI content pipelines, and building an AI workflow engine and agentic orchestration to support teachers and students.

Key Responsibilities

• Serve as a senior individual contributor and technical lead, reporting to the Head of Engineering and collaborating with product leaders.
• Ship multiple substantial features per week using agentic coding workflows and AI-assisted development.
• Design and implement the AI workflow engine: graph-based agentic orchestration with nodes, conditional edges, interrupts, human-in-the-loop circuit breakers, durable execution, and long-running work that survives restarts and outages.
• Compose and steward agentic pipelines: write detailed prompts/specifications, orchestrator agents, dispatch agent teams, and engineer RALPH loops with completion guarantees.
• Architect resilient, high-scale backend systems across Python and TypeScript; own system design, API boundaries, and database performance to ensure availability and security.
• Maintain and extend the context layer (Agent Skills, AGENTS.md ) and produce living production artifacts such as versioned prompt chains and annotated datasets.
• Build evaluation harnesses and cross-provider benchmarks for cost, latency, and quality; implement durable execution and provider-agnostic model routing.
• Review teammates’ and contractors’ work, write PR comments and design docs, and raise the engineering bar through collaboration and code review.

Requirements

• Proven experience as an AI-native engineer using agentic/AI-assisted development workflows.
• Expert-level prompt engineering and context engineering skills; experience with Spec-Driven Development (e.g., GitHub Spec Kit).
• Experience building backend AI orchestration layers and agentic pipelines; familiarity with graph-based orchestration concepts (nodes, edges, interrupts, circuit breakers).
• Strong backend engineering skills in Python and TypeScript; systems design and API/database performance tuning for scale.
• Experience designing durable execution for long-running work, evaluation harnesses, structured outputs, and versioned prompt chains.
• Comfortable writing production-grade specifications, prompts, and Agent Skills; able to operate autonomously in a small team and ship frequently.
• Familiarity with Claude Code and/or OpenAI Codex is expected; familiarity with LangGraph or equivalent orchestration tooling is desirable.

Preferred / Helpful

• Experience building edtech products and handling sensitive education data (COPPA, CIPA, FERPA, PPRA, SOC 2).
• Experience with annotated datasets, cross-provider benchmarking, and cost/latency/quality trade-offs.
• Salary: $160,000 - $190,000 per year (salaried)
• Employer-sponsored health insurance (CareFirst BlueCross BlueShield)
• Employer-sponsored dental and vision insurance (MetLife)
• Participation in Vanguard 403(b) with 3% employer match
• Paid Time Off (vacation/PTO 20 days), paid holidays, paid parental leave, sick/safe leave, "Me Days", and ability to earn paid comp time
• Annual continuous learning budget (available after 6 months)
• FSA and Dependent Care FSA access
• 1x salary company-paid life insurance
• Wishbone pet insurance benefit
• Ability to work remotely and set your own hours (within reason)

Location & Work Type

• Remote, USA-based; full-time, salaried. Start date: ASAP.

Skills

Agentic Coding Prompt Engineering Context Engineering Spec-Driven Development System Design Distributed Systems Backend Development API Design Database Performance Architecture Evaluation & Benchmarking Collaboration and Code Review Autonomous / Self-directed Work

Experience Level

Senior

USD 160,000 - 190,000/year

Employment Type

Full-time

• Employer-sponsored health insurance (CareFirst BlueCross BlueShield)
• Employer-sponsored dental and vision insurance (MetLife)
• Vanguard 403(b) with 3% employer match
• Paid parental leave
• Sick and safe paid time off
• Ability to earn paid comp time
• Annual continuous learning budget (after 6 months)
• FSA and Dependent Care FSA access
• 1x salary company-paid life insurance
• Wishbone pet insurance benefit
• Ability to work remotely and set your own hours