# Servant — Fractional, AI Delivery Engine Leader

- Generated: 2026-09-02 09:34:05 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4462020824/
- Provider: linkedin
- Posting time: approximately 2026-09-01 03:34 PM EDT (estimated from provider's '18 hours ago' at capture)
- Applicants: Be among the first 25 applicants
- Work model/location: United States is listed, but no explicit role-specific Remote designation or Massachusetts location is provided; fewer than 25 applicants.; provider location: United States
- Compensation: An hourly arrangement is mentioned but no rate is disclosed; the canonical title lacks Director, Senior Director, VP, or Chief.
- Travel: Undisclosed; neutral under the fit gate.
- Positioning track: Technical IC
- Fit outcome: FAIL — 86%

## Direct-match strengths

['Direct agentic delivery, AI orchestration, and production platform-building experience', 'Credible bridge between executive operating-model design and hands-on implementation']

## Hard or material gaps

['Compensation is unavailable for a non-qualifying title', 'Remote or Massachusetts work eligibility is unverified', 'A complete AI-factory implementation across every SDLC phase is not directly documented']

## Evidence map

1. More than 50% of AssistX was built using AI code-generation technologies, including Codex.
2. IDW: mentored engineers in AI-enabled coding and led production delivery from concept through launch.
3. AssistX, LangGraph, multi-agent systems, RAG, and AgentCore provide direct orchestration evidence.
4. IDW, AWS, and NorthBay show repeated evaluation and integration of emerging AI platforms.
5. CI/CD, CDK, Docker, Kubernetes, cloud operations, and unit testing support modern delivery practices.
6. Enterprise transformation outcomes include a 60x reporting improvement and 50x workflow acceleration.
7. MassMutual provides strong governance, security, and Responsible AI evidence.
8. No direct-report accountability is specified, making Technical IC/transformation architect the level-matched track.

## Full normalized job description

This is a
fractional
role with an hourly rate, ideal for an experienced leader who wants to bring their expertise, network, and executive presence to a growing team.
The Company
At Servant, we specialize in empowering leaders and organizations within faith communities through innovative digital transformation and change management solutions. We are dedicated to providing tailored strategies that align with our clients' values and missions, focusing on service, integrity, and excellence. Our team is passionate about driving impactful change by equipping our partners with the tools and technologies they need to thrive in a digital age.
Position Overview
Servant is seeking an experienced
AI Delivery Engine Leader
to design and build the next generation of our delivery organization. This leader will architect an AI-first operating model that transforms how ideas move from strategy to production—leveraging AI agents, automation, orchestration, and modern software delivery patterns to dramatically increase speed, quality, and scalability.
The vision is to create a highly automated delivery engine capable of taking ideas from concept through implementation with minimal human intervention where appropriate. While a fully autonomous ("dark factory") model remains an aspirational future state, this role will establish the practical AI factory model that allows small, highly capable teams to deliver work that traditionally required significantly larger organizations.
This individual will work directly with executive leadership to define the architecture, operating model, tooling ecosystem, governance, and implementation roadmap required to modernize Servant's delivery capabilities. They will bridge strategy and execution, bringing deep technical expertise while helping the organization adopt practical AI-enabled ways of working.
Key Responsibilities
Design the AI Delivery Engine
Architect Servant's AI-first delivery operating model from strategy through implementation and ongoing support
Define the workflows, orchestration patterns, automation, and governance required to create a highly efficient AI-enabled delivery organization
Develop repeatable delivery frameworks that leverage AI agents throughout the software development lifecycle
Create scalable processes that reduce manual effort while maintaining quality, security, and reliability
Build the AI Factory
Design and implement an AI "factory" capable of moving ideas from concept to production through integrated AI workflows
Identify where humans remain essential versus where AI can own or significantly accelerate execution
Evaluate opportunities to automate planning, requirements generation, architecture, coding, testing, documentation, deployment, monitoring, and support
Establish delivery patterns that enable smaller, highly effective project teams without compromising outcomes
Drive Technical Transformation
Evaluate emerging AI platforms, agent frameworks, orchestration tools, and delivery technologies
Recommend and implement the tooling ecosystem required to support an AI-first organization
Partner with engineering, product, strategy, and delivery leaders to modernize existing processes
Bring external perspective from organizations that have successfully implemented AI-enabled delivery models
Lead Organizational Change
Assess current delivery processes and identify opportunities to simplify, automate, or eliminate unnecessary work
Help define new roles, responsibilities, and operating rhythms within an AI-enabled organization
Guide leaders through organizational change while balancing innovation with practical execution
Establish metrics to measure speed, quality, utilization, automation, and delivery effectiveness
Serve as an Executive Partner
Act as a trusted advisor to executive leadership on AI strategy and delivery transformation
Translate emerging AI capabilities into practical business value
Build a phased roadmap toward increasingly autonomous delivery capabilities
Help shape Servant's long-term vision for AI-enabled consulting and software development
Requirements
Ideal Experience
We're looking for someone who has helped build AI-enabled delivery organizations—not simply experimented with AI tools.
The ideal candidate has:
Deep technical experience in AI systems, LLMs, agent frameworks, orchestration platforms, and modern software architecture
Experience designing AI-first software delivery workflows or "AI factory" operating models
A track record of transforming engineering organizations through automation and AI
Experience implementing AI across multiple phases of the software development lifecycle
Strong understanding of DevOps, CI/CD, automated testing, infrastructure automation, and platform engineering
Experience evaluating and integrating emerging AI technologies into enterprise environments
Ability to balance strategic vision with hands-on execution
Exceptional communication skills with both executive and technical audiences
Comfort operating in ambiguity while building new organizational capabilities
Preferred Qualifications
Experience implementing AI delivery models across multiple organizations
Background in software consulting or professional services
Experience leading cross-functional transformation initiatives
Familiarity with AI agent orchestration frameworks and autonomous workflow systems
Experience building or operating highly automated engineering organizations
Understanding of governance, security, and responsible AI implementation

## Artifact metadata

- Resume and cover letter: Not generated under the fit gate.
- Archived JD capture: https://files.keithsteward.com/Servant/Keith_Steward_Fractional_AI_Delivery_Engine_Leader_4462020824_4462020824_JD_capture.md
- Google Drive used: No