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Posted on 2025/12/08

Technical Lead Engineer, Artificial Intelligence

Request Technology, LLC

Chicago, IL, United States

Full-time

Qualifications

  • Bachelor's or Master's degree in Computer Science or related technical field
  • 10+ years software engineering/systems architecture experience with strong technical leadership
  • 5+ years as senior technical contributor on complex production systems
  • Expert in Python and proficient in SQL
  • System design expertise: monolithic and microservice architecture, distributed systems, event-driven architecture, APIs
  • Hands-on experience in data (e.g., data engineering, data pipelines, data transformation)
  • Experience with LLMs and familiarity with multiple frontier lab models (e.g., Gemini, Claude, GPT)
  • Familiarity of risk vectors in AI applications including hallucinations, bias, prompt injection, data privacy
  • Cloud platforms/technologies: AWS, Docker, Kubernetes, CI/CD, Terraform
  • Experience with RAG architecture and context engineering
  • Familiarity with diverse LLM provider APIs and experience connecting agents to systems

Benefits

  • Salary: Open + Bonus
  • We are unable to provide sponsorship for this role*

Responsibilities

  • Partner with the Executive Director, AI Engineering to help define and execute on AI technical roadmap
  • Lead and partner on the architecture of scalable systems incorporating LLMs and AI into organizational processes and infrastructure
  • Design and build production applications in support of organizational use cases
  • Provide technical mentorship to junior engineers on engineering best practices and system design (no direct reports)
  • Conduct code/architectural reviews ensuring production readiness, safety, and adherence to high security and compliance standards
  • Implement testing, evaluation, and monitoring frameworks for AI systems including hallucination detection and bias assessment
  • Establish safety guardrails and responsible AI practices for LLM applications in a regulated environment
  • Connect AI agents to organizational systems and workflows

Full Description

Technical Lead Engineer, Artificial Intelligence

Salary: Open + Bonus

Location: Chicago, IL

Hybrid: 3 days onsite 2 days remote

• We are unable to provide sponsorship for this role*

Qualifications

• Bachelor's or Master's degree in Computer Science or related technical field

• 10+ years software engineering/systems architecture experience with strong technical leadership

• 5+ years as senior technical contributor on complex production systems

• Expert in Python and proficient in SQL

• System design expertise: monolithic and microservice architecture, distributed systems, event-driven architecture, APIs

• Hands-on experience in data (e.g., data engineering, data pipelines, data transformation)

• Experience with LLMs and familiarity with multiple frontier lab models (e.g., Gemini, Claude, GPT)

• Familiarity of risk vectors in AI applications including hallucinations, bias, prompt injection, data privacy

• Cloud platforms/technologies: AWS, Docker, Kubernetes, CI/CD, Terraform

• Experience with RAG architecture and context engineering

• Familiarity with diverse LLM provider APIs and experience connecting agents to systems

Responsibilities

• Partner with the Executive Director, AI Engineering to help define and execute on AI technical roadmap

• Lead and partner on the architecture of scalable systems incorporating LLMs and AI into organizational processes and infrastructure

• Design and build production applications in support of organizational use cases

• Provide technical mentorship to junior engineers on engineering best practices and system design (no direct reports)

• Conduct code/architectural reviews ensuring production readiness, safety, and adherence to high security and compliance standards

• Implement testing, evaluation, and monitoring frameworks for AI systems including hallucination detection and bias assessment

• Establish safety guardrails and responsible AI practices for LLM applications in a regulated environment

• Connect AI agents to organizational systems and workflows

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