AI Agent Experience Designer

Allied Benefit SystemsChicago, IL
Remote

About The Position

The Prompt Engineer will be responsible for optimizing, evaluating, and advancing the performance of AI-driven agents, such as chatbots and autonomous workflows to ensure they deliver accurate, efficient, and high-quality outcomes. This role combines analytical thinking, user experience insight, and technical expertise to monitor agent behavior, identify improvement opportunities, and implement enhancements that align with business goals.

Requirements

  • Bachelor’s degree in Computer Science, Math, Statistics, UI/UX, Process Design or equivalent work experience required.
  • 6+ years of experience across business analysis, conversational AI, UX writing, and related product roles.
  • Direct experience designing and improving chatbots, voicebots, IVR modernization, or contact center automation.
  • Ability to translate business workflows into clear user requests, key information to capture (e.g., member identifiers, dates, plan options), and end-to-end conversation paths that engineering can build and QA can test.
  • Strong prompt design skills and a test-and-learn mindset using real interaction data.
  • Strong writing and editing skills with comfort in a regulated, customer-facing environment.
  • Comfort operating with ambiguity in a new and evolving role, and able to create processes and standards where none exist.
  • Ability to collaborate with cross-functional stakeholders and external partners.
  • Shipped conversational AI experiences in voice and/or contact center environments.
  • Experience working with plan documents, knowledge bases, and policy text in regulated environments.
  • Able to translate source material into grounded answers and guardrails.

Nice To Haves

  • Requirements and functional specifications for prioritized conversational AI use cases.
  • Use case catalog and key information requirements mapped to approved scenarios.
  • Conversation flow designs that include fallbacks, error handling, and escalation.
  • Versioned prompt library with testing notes and a clear change history.
  • UAT scripts and acceptance criteria, plus defect tracking through resolution.

Responsibilities

  • Define and document required AI agent behavior, including edge cases, compliance constraints, escalation expectations, and response quality targets.
  • Convert benefits workflows and policy rules into implementable use cases, key data fields to capture, and testable scenarios that can be built and verified.
  • Maintain a clear mapping from requests to delivered behavior so gaps are visible and reviewable.
  • Drive stakeholder reviews and acceptance of behavior, flows, and decision logic before changes ship.
  • Craft and iterate prompt instructions and response rules that produce accurate, consistent answers in a regulated benefits context.
  • Build reusable prompt patterns and maintain a controlled prompt library with clear version history.
  • Review real interactions to identify failure modes, then adjust prompts, context, and fallbacks to improve outcomes.
  • Partner with engineering and QA to define regression test coverage and release criteria for prompt and flow changes.
  • Define the agent’s voice and interaction style so it is professional, on-brand, and easy for members and providers to follow.
  • Design multi-step conversation paths that handle ambiguity, corrections, and interruptions without losing the user.
  • Define when the agent should answer, when it should ask clarifying questions, and when it should hand off to a live person.
  • Validate that wording, terminology, and risk posture match benefits operations expectations.
  • Define how the agent should use plan documents to answer questions, including what to do when source material is missing or ambiguous.
  • Partner with contact center and workforce management teams to align the agent experience with SOPs and ensure workflows stay current as procedures change.
  • Partner with engineering on query shaping and grounding so document-based answers stay tied to supporting text.
  • Own the gold standard definition of intended agent behavior after launch, so teams can support and improve it without relying on vendor or institutional knowledge.
  • Maintain the core operating artifacts used day to day: use case catalog, flow maps, escalation rules, prompt library, and a running list of known failure modes.
  • Create lightweight training and working sessions for internal support partners and business SMEs.
  • Establish a change process for updating prompts and flows, including testing expectations, approvals, and version history.
  • Maintain a curated set of golden records and test cases that represent critical scenarios and edge cases and use them to support automated regression and quality testing.
  • Operator documentation that enables internal support and ongoing improvement.
  • Post-launch performance monitoring, including top failure modes and improvement plans.
  • Other duties as assigned

Benefits

  • Medical
  • Dental
  • Vision
  • Life and Disability Insurance
  • Generous Paid Time Off
  • Tuition Reimbursement
  • EAP
  • Technology Stipend
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