Demo

Principal, AI-Native Software Development Lifecycle Architecture

Request Technology, LLC
Chicago, IL Full Time
POSTED ON 4/24/2026
AVAILABLE BEFORE 5/23/2026

Principal, AI-Native SDLC Architecture - Financial Firm

SALARY: $200k -235k flex plus 30% bonus

LOCATION: Chicago, IL

Hybrid 3 days onsite

This is all about someone who came up through software development preferably the financial industry, clearing is a huge plus, java, C#, devops containerization, cloud, etc. and who has taken an organization to AI native SDLC, So all development focused.

This role is focused on redesigning software development lifecycle to be AI native from ground up. SDLC frameworks Claude.md agents. 10 years software engineering architecture or development. claude code GitHub cursor or equivalent real code bases brownfield legacy codebases AI assisted development

You will design a graduated SDLC framework with prescriptive practice standards at each tier of criticality, pilot with real development teams, and drive adoption across the enterprise. The deliverable is a working development lifecycle not a document.

This is a rare opportunity to define how a critical financial market utility builds software in the AI era. You will have executive sponsorship, organizational mandate, and the backing to make standards enforceable rather than advisory.

Primary Duties and Responsibilities:

Design Graduated SDLC Standards and Practices

Define prescriptive practice standards across multiple tiers of development criticality from personal experimentation through operationally critical, SCI-adjacent systems

Establish standards across key dimensions: structure, testing, documentation, error handling, dependencies, storage, review, and operability

Elevate existing documentation, architecture decisions, integration patterns, and deployment procedures to the level of detail that drives consistent results from both human and AI developers

Design documentation and testing standards that serve double duty: readable by human developers joining a project and consumable by AI agents starting a coding session

Encode tier-appropriate standards into persistent context files (CLAUDE.md, AGENTS.md, planning templates) as a natural output of well-documented practices not as a separate AI-specific exercise

Design graduation triggers and assessment mechanisms for artifacts moving between tiers

Enable Citizen Development at Scale

Create low-friction pathways for lower-tier development that enable experimentation without bureaucratic overhead

Design intake, classification, and registry processes for citizen-developed tools visibility without paralysis

Solve the path from working prototype to supported environment at every tier

Drive Organizational Adoption

Pilot the graduated SDLC with 2 development teams, iterating based on real-world feedback

Build alignment across Engineering, Architecture, Security, QA, and Governance/Risk functions

Establish a quarterly organizational learning system where operational data, code review patterns, graduation assessments, and incident post-mortems feed back into living standards

Develop training and coaching programs that help developers at every level internalize the standards not just comply with them

Qualifications:

10 years in software engineering, architecture, or development methodology roles

Demonstrated experience designing and implementing SDLC standards or development practice frameworks at organizational scale not single-team

Hands-on experience with AI coding agents (Claude Code, GitHub Copilot, Cursor, or equivalent) in real codebases not just demos

Working knowledge of context engineering: persistent context files, research-plan-implement workflows, progressive disclosure, context window management

Experience with brownfield/legacy codebases understanding why AI-assisted development in complex existing systems is fundamentally different from greenfield

Strong facilitation and coalition-building skills ability to drive alignment across engineering, security, architecture, and governance functions

Excellent written and verbal communication ability to translate technical concepts for executives and organizational standards for AI agents

Salary : $200,000 - $235,000

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