
Senior AI Context Engineer
Remote · USFull-time$125–158K/yrSeen 1 day agoSeen in employer's feed 1 day ago
Most applications go out cold — see where you stand first. No sign-up to start.
Watch jobs like this. New remote roles like this one, by email.
Don't just apply. Show up ready.
Olive works from this exact posting.
At a glance
Olive lists jobs from US employers, including remote roles you can work from the United States.
Job overview
The Senior AI Context Engineer will build and optimize data foundations for enterprise AI, transforming structured and unstructured healthcare content into context for AI applications. The role focuses on RAG pipelines, vector search, semantic retrieval, and context engineering, while supporting accurate and compliant AI responses. The engineer will collaborate with architects, developers, and business stakeholders and handle healthcare data in accordance with HIPAA and HITRUST standards.
Skills & qualifications
Skills
Qualifications
Benefits
Full job description
Description
Our customer is seeking a Senior AI Context Engineer to help build and optimize the data foundations that power enterprise AI solutions. This role sits at the intersection of software engineering, applied AI, and data architecture, focusing on transforming structured and unstructured content, including policy documents, benefit materials, and clinical records, into high-quality context for AI applications.
The ideal candidate will design and enhance Retrieval-Augmented Generation (RAG) pipelines, vector search architectures, semantic retrieval frameworks, and context engineering processes that enable AI agents to deliver accurate, relevant, and compliant responses. Working closely with AI architects, developers, and business stakeholders, this individual will play a key role in advancing their AI capabilities while ensuring HIPAA-compliant access to enterprise knowledge and healthcare data.
Knowledge, Skills, and Abilities:
Experience: 5+ years of experience in backend software engineering, applied machine learning/search, or data-centric application development.
GenAI & RAG Focus: 12 years of hands-on experience specifically optimizing AI and RAG architectures, prompt context strategies, and vector retrieval pipelines for LLM applications.
Programming & Tooling: Advanced proficiency in Python and SQL, alongside familiarity with modern orchestration tools (e.g., Airflow, Prefect, Temporal).
Unstructured Content Parsing: Deep experience using parsing frameworks (e.g., LlamaIndex, Unstructured.io, LangChain document loaders) to process complex layouts, tables, and unstructured documents.
Vector & Search Engines: Hands-on experience working with vector databases, embeddings, and semantic search platforms (e.g., Pinecone, pgvector, Weaviate, Qdrant, Azure AI Search).
Evaluation Frameworks: Familiarity with RAG and LLM context evaluation frameworks (e.g., Ragas, TruLens, Arize Phoenix) to measure retrieval recall, precision, and groundedness.
Data Security & Privacy: Practical experience handling sensitive healthcare data (PHI/PII) within high-compliance software environments.
Duties and Responsibilities:
Context Engineering & Retrieval Optimization
Extraction & Chunking: Build and refine advanced structured and unstructured information parsing, layouts processing, and chunking workflows (converting PDFs, clinical notes, data, and policy docs) into high-quality contextual units for LLMs in partnership with cross-functional teams.
Semantic Search & Reranking: Implement hybrid search mechanics, metadata routing, and reranking logic to drastically improve retrieval precision and minimize model hallucinations.
Agentic Context Services: Design context payload specifications and metadata structures that feed into Model Context Protocol (MCP) servers and LLM orchestration tools built by application developers.
Vector Indexing & Retrieval Architecture
Index Design & Optimization: Recommends and implements vector indexing strategies, embedding schemes, and semantic query designs inside enterprise-provisioned vector stores (e.g., Pinecone, pgvector, Azure AI Search) to ensure high-performance, low-latency retrieval.
Vector Metadata: Design and manage sophisticated metadata tagging schemes to enable precise filtering, hybrid search, and domain-specific context retrieval.
Retrieval Evaluation & Groundedness: Establish automated evaluation frameworks to continuously monitor retrieval relevance, context quality, groundedness scores, and embedding drift over time.
Context Security, Compliance & Governance
Healthcare Context Compliance: Ensure all document processing and contextual payloads strictly adhere to HIPAA and HITRUST standards, implementing automated masking and tokenization for Protected Health Information (PHI).
Context-Level Access Control: Ensure role-based access control (RBAC) rules within vector metadata, ensuring AI search queries only return contextual snippets that the active user is authorized to see.
Auditing & Hand-off Lineage: Maintain context tracking and audit logs for prompt payloads, establishing clean data hand-off specifications when transitioning validated innovation prototypes to enterprise Data & Analytics or IT teams.
Collaborative Execution
Reference Pattern Alignment: Build upon the reference architectures, CI/CD templates, and "golden paths" established by the Sr. AI Solutions Architect.
Product Support: Work alongside the AI Product Owner and AI Full Stack Developers to rapidly supply high-accuracy context layers for upcoming GenAI features.
CANNOT HIRE IN THESE STATES: Alaska, Hawaii, California, Washington, Oregon, Colorado, Wyoming, Montana, New York, Connecticut, Vermont, Pennsylvania, Maine.**
Work-at-home requirements
Must have the ability to provide a non-cellular High Speed Internet Service such as Fiber, DSL, or cable Modems for a home office.
A minimum standard speed for optimal performance of 30x5 (30mpbs download x 5mpbs upload) is required.
Latency (ping) response time lower than 80 ms
Hotspots, satellite and wireless internet service is NOT allowed for this role.
A dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information
Skills
genai, vector database, python, Retrieval-Augmented Generation, Semantic Search
Top Skills Details
genai,vector database,python,Retrieval-Augmented Generation,Semantic Search
Additional Skills & Qualifications
DIRECT PLACEMENT
Experience Level
Expert Level
Job Type & Location
This is a Permanent position based out of Lees Summit, MO.
Pay and Benefits
The pay range for this position is $124666.00 - $157710.00/yr.
Individual compensation offered for this position within this range will depend on many factors, including qualifications, skills, relevant experience, job knowledge, geographic location, internal equity, and other pertinent job-related factors.
Incentive plan Health/Vision/Dental benefits effective day one 401(k) retirement plan: company match dollar for dollar up to 4% employee contribution (pretax or Roth options) plus a 6% annual company contribution Robust employee well-being program Paid Time Off Personal Community Enrichment Time Company-provided Basic Life and AD&D Company-provided Short-Term & Long-Term Disability Tuition Assistance Program
Workplace Type
This is a fully remote position.
Application Deadline
This position is anticipated to close on Oct 21, 2026.
About TEKsystems
We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.
The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.
About TEKsystems and TEKsystems Global Services
Were a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. Were a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. Were strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. Were building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.
The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.
San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.
Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.
Similar jobs, posted recently
Open roles like this one, listed in the last 30 days.
Senior Fullstack Engineer, Customer ContextPostscript · Remote · location unlisted · $175–205K/yrPosted 5 days agoPosted 5 days ago
Director, Domain Context ManagementGap Inc (Gap/Old Navy/Athleta) · Remote · USPosted 2 days agoPosted 2 days ago
Sr. Agentic EngineerBambooHR · Remote · USPosted 1w agoPosted 1w ago
Senior Forge AI EngineerNorstella · Remote · USPosted 1w agoPosted 1w ago
Senior Machine Learning EngineerZscaler · Remote · US · $116–165K/yrPosted 1w agoPosted 1w ago
You've read the whole posting — now see how you match it.