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AI Workflow and Systems Design Lead - Remote

Remote / Online - Candidates ideally in
Bridgeport, Fairfield County, Connecticut, 06601, USA
Listing for: CSAA Insurance Group
Full Time, Remote/Work from Home position
Listed on 2026-10-26
Job specializations:
  • IT/Tech
    AI Business & Operations, AI Engineer (Applied/Software), IT Business Analyst, Business Systems & Technology Analysis
Salary/Wage Range or Industry Benchmark: 150000 - 210000 USD Yearly USD 150000.00 210000.00 YEAR
Job Description & How to Apply Below
AI Workflow and Systems Design Lead
- Remote

Requisition Number

R8029 AI Workflow and Systems Design Lead
- Remote (Open) Location

CSAA Insurance Group (CSAA IG), a AAA insurer, is one of the leading personal lines property and casualty insurance groups in the United States. We build innovative, human-centered solutions that help AAA members prevent, prepare for, and recover from life's uncertainties. We are actively hiring for an AI Workflow and Systems Design Lead
- Remote

Your Role:
The AI Workflow & Systems Designer is a senior individual contributor who partners across business and technology to redesign complex workflows and create AI-ready systems of work. The role leads discovery, defines how people and AI work together, translates business needs into implementation-ready designs, and helps build repeatable Enterprise Systems Design practices.

Responsibilities
  • Lead AI Workflow Reinvention and Systems-of-Work Design
  • Partner directly with business leaders and multi-functional teams to understand strategic goals, pain points, customer or employee needs, and opportunities for workflow reinvention.
  • Lead current-state assessment and lead future-state design for sophisticated workflows spanning multiple teams, applications, channels, data sources, decisions, and controls.
  • Design end-to-end systems of work that connect front-stage experiences with the backstage people, processes, technology, data, decisions, controls, AI agents, and support capabilities required to deliver the outcome.
  • Move teams beyond application-level optimization by identifying how the complete outcome must work across organizational and system boundaries.
  • Translate sophisticated workflows into clear, visual, implementation-ready design artifacts.
  • Design Human + AI Ways of Working
  • Identify where AI can create meaningful value within a workflow through automation, augmentation, recommendations, decision support, orchestration, or autonomous action.
  • Decompose workflows into the elements needed for AI design, including tasks, decisions, required context, data and knowledge, tools and actions, business rules and controls, and exceptions and critical issue paths.
  • Define the appropriate division of work between employees, customers, partners, AI agents, automation, and traditional systems.
  • Design human-in-the-loop approaches that preserve appropriate judgment, accountability, oversight, and trust.
  • Ensure AI-enabled workflow designs reflect both business value and operational realities rather than applying AI for its own sake.
  • Create Implementation-Ready Systems Design Artifacts
  • Lead the development of systems design outputs that make sophisticated work visible, align multi-functional teams, and enable confident downstream decisions.
  • Translate business outcomes and future-state concepts into clear, actionable representations of how work should operate across people, AI, processes, decisions, data, controls, and technology.
  • Surface key cross-system requirements, dependencies, ownership questions, handoffs, risks, and unresolved decisions early enough to influence architecture and delivery.
  • Clarify human and AI roles, decision points, exceptions, controls, and opportunities for automation or augmentation where relevant.
  • Document future-state workflows, operating-model implications, and reusable patterns at the level of detail appropriate for the engagement.
  • Connect Business Intent to Technology Delivery
  • Serve as a connective design partner between business goals and downstream technology implementation.
  • Work closely with business divisions, BRMs, Architecture, Data, Engineering, and Governance teams during discovery and design.
  • Surface cross-system requirements, dependencies, design choices, and unresolved decisions early enough to influence…
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