Search Remote Jobs

Lead Software Engineer, AI

Job not on LinkedIn

đź•’ October 6

🇺🇸 United States – Remote

⏰ Full Time

đźź  Senior

🤖 AI Engineer

Where this job comes from

Posted on Penn Foster's careers page, not through a job board

First seen by Remote Rocketship October 6

Still open on Penn Foster's site. Checked 34 minutes ago.

Logo of Penn Foster

Penn Foster

201 - 500 employees

📚 Education

👥 B2C

🤝 B2B

Education • B2C • B2B

Penn Foster is an online, accredited career school and college that provides self-paced, career-focused diplomas, certificates, associate and bachelor’s degrees across vocational and professional fields. Its programs cover healthcare, veterinary technology (including an AVMA-CVTEA accredited Vet Tech program), skilled trades (HVACR, electrician, plumbing), business, IT, criminal justice, design, and high school diplomas accredited through the Distance Education Accrediting Commission. Penn Foster serves primarily individual learners with flexible, online study options and also offers training solutions for organizations and employers.

đź“‹ Description

• Define technical strategy and architecture for AI-powered product experiences across the learner and content-authoring ecosystem • Design, build, and ship full-stack systems using TypeScript, Vue.js, Node.js, PostgreSQL, and Azure • Lead complex, cross-functional initiatives from problem definition through delivery, adoption, and ongoing improvement • Establish reusable patterns for retrieval-augmented generation, agentic workflows, model orchestration, prompt management, and human-in-the-loop experiences • Design and maintain evaluation frameworks, quality metrics, observability, and feedback loops for LLM-powered features • Integrate model APIs from Anthropic, OpenAI, and other providers • Own technical direction for AI-powered content authoring and management capabilities • Partner with product, platform, design, data, and engineering teams to translate ambiguous problems into technical plans and shippable systems • Identify architectural risks, clarify tradeoffs, and balance speed, quality, maintainability, and long-term leverage • Raise engineering standards through design reviews, code reviews, technical documentation, operational standards, and development practices • Mentor and develop engineers across teams, particularly in AI-assisted development, context engineering, evaluation design, system reliability, and agentic workflows • Use agentic coding tools such as Claude Code, Cursor, or equivalent for planning, implementation, testing, and review • Ensure systems are scalable, observable, secure, accessible, and economically sustainable in production • Contribute to engineering-wide discussions about responsible AI adoption, technical standards, platform capabilities, and organizational priorities

🎯 Requirements

• 10+ years of experience building and operating customer-facing software products • Demonstrated impact as a technical leader, staff engineer, principal engineer, tech lead, or equivalent role • Strong full-stack engineering fundamentals, including browser technologies, TypeScript, Node.js, PostgreSQL, cloud infrastructure, and distributed systems • Experience designing and delivering AI-powered products using LLMs, retrieval systems, evaluation frameworks, agentic workflows, or related technologies • Track record of leading complex initiatives spanning multiple teams, systems, or organizational boundaries • Ability to set technical direction without formal authority and build alignment among engineers, product leaders, designers, and other stakeholders • Strong architectural judgment and ability to communicate complex tradeoffs clearly to technical and non-technical audiences • Experience creating durable engineering patterns, platforms, or capabilities that enable other teams to move faster • Product sensibility and focus on user experience, quality, speed, and measurable outcomes • Comfort working in ambiguous environments • High ownership mentality across strategy, architecture, implementation, and operational follow-through • Experience mentoring engineers and strengthening engineering practices across a team or organization • Commitment to reliable, secure, observable, and cost-effective AI systems • Ability to thrive in a remote, async-first environment • Experience working at a startup or organization with a high engineering bar and bias toward meaningful, measurable impact • Must reside in and perform work within the United States • Must be willing and able to travel as needed • Expected to be on camera during meetings unless extenuating circumstances apply • Successful completion of applicable pre-employment screening requirements • Completion of employment eligibility verification through Form I-9

🏖️ Benefits

• Medical insurance • Dental insurance • Vision insurance • Flexible spending • Generous paid time off • Sponsored volunteer opportunities • 401(k) with a company match • Free access to all of Penn Foster Group's online programs • Occasional travel for team meetings, company events, conferences, summits, and similar activities

Apply Now

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Similar Jobs

đź•’ October 6

Penn Foster

201 - 500

📚 Education

👥 B2C

🤝 B2B

Lead AI software engineer shaping LLM-powered learning and content-authoring products at Penn Foster Group. Building full-stack systems, retrieval pipelines, agentic workflows, and evaluation frameworks.

🇺🇸 United States – Remote

⏰ Full Time

đźź  Senior

🤖 AI Engineer

đź•’ October 5

Stripe

1001 - 5000

đź’ł Fintech

🛍️ eCommerce

🤝 B2B

Partner Marketing Lead scaling SaaS platform and AI partnerships at Stripe, a financial infrastructure platform. Driving global strategy, partner-sourced pipeline, customer activation, and product adoption.

🇺🇸 United States – Remote

đź’° Venture Round on 2021-05

⏰ Full Time

đźź  Senior

🤖 AI Engineer

🦅 H1B Visa Sponsor

infoinfo

đź•’ October 5

ICF

5001 - 10000

🏥 Healthcare

📦 Logistics

📣 Marketing

Enterprise Data & AI Lead guiding secure data governance, architecture, analytics, and AI capabilities. Supporting ICF’s complex federal technology services program across the United States.

🇺🇸 United States – Remote

đź’µ $89.6k - $152.4k / year

đź’° $30M Grant on 2021-03

⏰ Full Time

đźź  Senior

🤖 AI Engineer

🦅 H1B Visa Sponsor

infoinfo

đź•’ October 5

OpenLoop

201 - 500

đź’Ľ Consulting

⚖️ Legal

📦 Logistics

Applied AI Engineer building production LLM agents and evaluation systems for OpenLoop's telehealth infrastructure. Protecting patient data while powering reliable virtual care delivery.

🇺🇸 United States – Remote

đź’° $15M Series A - OpenLoop Health on 2023-03

⏰ Full Time

🟡 Mid-level

đźź  Senior

🤖 AI Engineer

đź•’ October 5

Weedmaps

501 - 1000

📣 Marketing

🏥 Healthcare

đź’Ľ Consulting

Senior Software Engineer building production AI agents, retrieval systems, and an internal MCP platform for Weedmaps, a global cannabis marketplace. Improving agent reliability, security, evaluation, cost, and latency.

🇺🇸 United States – Remote

đź’µ $197k - $222k / year

đź’° $325M Post-IPO Equity on 2021-06

⏰ Full Time

đźź  Senior

🤖 AI Engineer

Developed by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com
Follow Remote Rocketship on LinkedInFollow Remote Rocketship on InstagramFollow Remote Rocketship on FacebookFollow Remote Rocketship on TikTok