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Request Technology, LLC · Chicago, Illinois
OPT
Lead Associate Principal, AI Solutions / Change Management Enablement
SALARY: $150k plus 15% bonus
CHICAGO, IL
Hybrid 3 DAYS ONSITE
Looking for a candidate to lead the AI opportunity identification and transformation road map. You will have a deep understand of financial services experience identifying technology opportunities inside a business proactively finding where AI creates value. This is not just responding to requests model risk governance AI enablement and change lead.
This role is the primary interface between the business and its AI transformation agenda.
Primary Duties and Responsibilities:
AI Opportunity Identification & Transformation Roadmap
Embed with assigned business functions to develop a grounded understanding of how workflows, where decisions are made, and where AI can create the most meaningful change in how the organization operates.
Identify AI opportunities that redesign how work gets done rather than layer automation on top of existing processes; distinguish between use cases that deliver incremental improvement and those that change the operating model.
Build and maintain the AI transformation roadmap for assigned functions: sequencing initiatives by impact, feasibility, and readiness, from immediate quick wins through to longer-term AI-native transformation.
Deep understanding of financial services or capital markets operations; experience in post-trade, clearing, custody, or comparable financial market infrastructure strongly preferred.
Track record of operating at the intersection of business strategy and technical delivery: has produced specifications that engineering teams have built from, and business cases that senior leaders have approved.
Experience identifying technology opportunities inside a business — proactively finding where AI creates value, not just responding to requests.
Working knowledge of modern AI architectures, including retrieval-augmented generation, agent frameworks, and large language model evaluation, sufficient to assess vendor claims, scope POCs, and produce requirements engineering teams can act on.
Demonstrated ability to drive post-launch technology adoption: accountable through genuine usage, not just go-live.
AI architecture assessment: retrieval-augmented generation, agent frameworks, and large language model evaluation
Vendor and tool evaluation methodology for AI platforms in regulated environments
Data analysis and familiarity with data pipeline concepts relevant to AI use cases
Process analysis and workflow mapping to support use case scoping and AI readiness work
Analytics and BI tools (e.g., Power BI, Tableau) and collaboration platforms (e.g., Jira, Notion)
Education and/or
7 or more years of experience in financial services technology or strategy, with at least five years in post-trade or capital markets infrastructure
Domain knowledge in at least one of the following: tokenization and digital asset infrastructure, collateral management and margining, or extended-hours clearing and settlement operations
Details
| Company | Request Technology, LLC |
| Location | Chicago, Illinois |
| Type | FULL TIME |
| Niche | Full-time |
| Salary | $1,50,000 – $1,50,000 / yr |