Penn Foster
Penn Foster
201 – 500 Employees
B2BB2CEducation
Penn Foster is an accredited online education provider focused on career-oriented learning. The institution offers flexible, self-paced programs ranging from high school studies and professional certificates to diplomas and associate and bachelor’s degrees. Its curriculum spans healthcare, veterinary technology, skilled trades, automotive repair, business, information technology, criminal justice, design, hospitality, and other vocational fields. Serving more than 133,000 active students, Penn Foster delivers coursework online around the clock and also develops training solutions for employers through its schools and divisions. Its programs include institutionally and program-specific accredited offerings, including an AVMA-CVTEA-accredited veterinary technician program.

Lead AI Software Engineer — Remote in the United States

Lead the development of LLM-powered learning and content-authoring products at Penn Foster. Build full-stack AI systems, retrieval pipelines, agentic workflows, and evaluation capabilities.

Description

  • Set technical strategy and architecture for AI-powered experiences across learner and content-authoring products
  • Build and deliver full-stack applications with TypeScript, Vue.js, Node.js, PostgreSQL, and Azure
  • Lead complex cross-functional initiatives from initial problem definition through launch, adoption, and continuous improvement
  • Create reusable approaches for retrieval-augmented generation, agentic workflows, model orchestration, prompt management, and human-in-the-loop experiences
  • Develop evaluation frameworks, quality measures, observability, and feedback mechanisms for LLM features
  • Integrate Anthropic, OpenAI, and other model APIs while managing reliability, latency, token use, cost, privacy, security, prompt-injection exposure, and graceful degradation
  • Direct the technical development of AI-enabled content-authoring and management capabilities
  • Work with product, platform, design, data, and engineering partners to turn ambiguous needs into actionable plans and production systems
  • Assess architectural risks, explain tradeoffs, and balance delivery speed with quality, maintainability, and long-term value
  • Improve engineering standards through design and code reviews, documentation, operational practices, and development processes
  • Mentor engineers in AI-assisted development, context engineering, evaluation design, reliability, and agentic workflows
  • Apply agentic coding tools such as Claude Code, Cursor, or equivalent across planning, implementation, testing, and review
  • Build production systems that are scalable, observable, secure, accessible, and financially sustainable
  • Participate in engineering-wide decisions on responsible AI adoption, technical standards, platform capabilities, and organizational priorities

Requirements

  • At least 10 years of experience building and operating customer-facing software products
  • Demonstrated technical leadership as a staff or principal engineer, tech lead, or comparable role
  • Strong full-stack fundamentals across browser technologies, TypeScript, Node.js, PostgreSQL, cloud infrastructure, and distributed systems
  • Experience delivering AI products with LLMs, retrieval systems, evaluation frameworks, agentic workflows, or related technologies
  • Proven ability to lead initiatives across multiple teams, systems, or organizational boundaries
  • Ability to establish technical direction without formal authority and align diverse stakeholders
  • Sound architectural judgment and clear communication of complex tradeoffs to technical and non-technical audiences
  • Experience developing durable engineering patterns, platforms, or capabilities
  • Product-oriented approach focused on user experience, quality, speed, and measurable results
  • Comfort operating in ambiguous environments
  • Strong ownership across strategy, architecture, implementation, and operational execution
  • Experience mentoring engineers and improving engineering practices
  • Commitment to reliable, secure, observable, and cost-efficient AI systems
  • Ability to work effectively in a remote, async-first environment
  • Experience in a startup or organization with high engineering standards
  • Must live and work within the United States
  • Willingness and ability to travel when needed
  • Availability to appear on camera during meetings except when extenuating circumstances apply
  • Successful completion of applicable pre-employment screening
  • Completion of employment eligibility verification through Form I-9

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • Flexible spending accounts
  • Generous paid time off
  • Sponsored volunteer opportunities
  • 401(k) plan with company matching
  • Free access to Penn Foster Group online programs
  • Remote work arrangement
  • Occasional travel for team meetings, company events, conferences, and summits

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