Senior Applied AI Engineer

Aboon

27d • $220,000 - $240,000 • Remote

About The Position

Most retirement plan work begins with messy, fragmented inputs gathered from multiple sources, including employee census files, prior plan documents, payroll files, recordkeeper forms, distribution forms, and emails between advisors and business owners. Plan administrators have to review, parse, and validate these materials, then determine what actions to take. The work is time-consuming, and mistakes can be costly. As a Senior Applied AI Engineer at Aboon, you'll build and operate the agent systems that handle this work. You'll develop systems to extract and validate data from PDFs and spreadsheets, connect agents to recordkeeper, payroll, and internal systems, and keep workflows reliable when inputs are incomplete or steps fail. You'll own your systems from design through evaluation, deployment, and ongoing improvement in production. You’ll shape how we build with AI through the systems you ship and the standards you set. You'll be a hands-on individual contributor, reporting to our Head of Engineering and working closely with engineers and retirement plan experts who understand the rules and edge cases.

Requirements

• 6+ years building and running production software, with clear ownership of technical decisions and what happened after launch.
• You've shipped an LLM- or agent-powered system that people used in a real workflow. You can explain what you built, how you measured quality, and what you changed when it failed.
• Experience testing system behavior with tests, evaluation datasets, production monitoring or structured human review.
• You reason about state, retries, fallbacks, permissions, latency and cost, not just model outputs.
• You're comfortable integrating with external systems and working with both structured and unstructured data.
• You've led the technical design of a significant system, and other engineers relied on your design docs and code reviews.
• You can take an unclear problem, scope a practical solution, explain the tradeoffs, and see it through implementation and iteration.
• You work well with non-technical experts. Much of this job is sitting with plan administrators, learning how they make decisions, and turning that into workflows and agents.
• You write clearly. Design docs, code reviews, and explaining tradeoffs to people outside engineering are a real part of the role.

Nice To Haves

• Experience with document extraction, OCR, or images and other non-text inputs.
• Experience with multi-step agent workflows, tool use, or automation with human review.
• Experience in a regulated or high-trust domain (finance, healthcare, insurance, legal).
• Experience owning systems at an early-stage company.
• Experience with Python, Agno, Anthropic models (AWS Bedrock).
• Retirement plan experience is not required. You’ll learn the domain on the job.

Responsibilities

• Turn messy inputs into reliable data. Extract and validate structured data from census files, plan documents, PDFs, and spreadsheets to support plan design, onboarding, and compliance.
• Build agents that complete workflows. Design systems that use tools and external services, track state, recover from failures, and hand off to a person when needed.
• Measure quality. Build evaluation datasets, regression tests, and production monitoring so you can track quality over time and catch problems before users do.
• Decide where AI belongs. Choose between a model, deterministic code, retrieval, or human review based on what each step needs, and explain the tradeoffs.
• Make production systems cheaper, faster, and more reliable. Reduce failures, latency, and cost, and make systems easier for the team to understand and debug.
• Raise the bar for the team. Write design docs, review code, and help other engineers build and test high-quality AI features.

Benefits

• Comprehensive health, dental, and vision insurance, with additional optional coverage
• 401(k) with company match
• Flexible paid time off and holidays
• 10 weeks paid parental leave
• A fully remote work environment, with all the technology and equipment you need
• Support for professional development and career growth

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed