Technology – Lead Program Manager (AI Platform Delivery)
Location: Orlando, FL preferred; open to candidates local to Anaheim, CA (4 days onsite, 1 day remote)
Contract: W2 only, 22 month contract with potential for conversion
Pay: $80-85/hour + optional medical, dental, vision, 401(k)
Overview
We are seeking an experienced Lead Technical Program Manager – AI Platform Delivery to serve as the Scrum Master and operational backbone for a large-scale enterprise AI platform organization.
This role partners closely with Product, Engineering, and AI/Technology teams to drive planning, execution, delivery excellence, operational rigor, and cross-functional alignment.
This individual will focus on delivery execution and program coordination (not product strategy or engineering ownership)—ensuring work progresses efficiently from concept through delivery while maintaining visibility into priorities, dependencies, risks, capacity, and outcomes.
This is a highly collaborative role requiring strong Agile leadership, technical fluency, and the ability to operate within a fast-moving AI-driven environment.
Key Responsibilities
Agile Delivery Leadership
- Serve as Scrum Master and Agile facilitator across multiple teams
- Facilitate Sprint Planning, Backlog Refinement, Standups, Reviews, and Retrospectives
- Ensure Agile best practices are applied and continuously improved
- Drive delivery accountability, transparency, and execution excellence
Program & Project Management
- Coordinate execution across Product, Engineering, and Operations teams
- Build and manage program plans, timelines, milestones, and dependencies
- Identify risks, blockers, and cross-functional impacts; drive resolution
- Manage multiple concurrent initiatives and priorities
- Maintain visibility into program progress and delivery commitments
Portfolio & Execution Oversight
- Support roadmap execution through planning and tracking (not ownership)
- Maintain visibility into strategic initiatives and platform investments
- Align priorities, dependencies, and team capacity across workstreams
Executive Communications & Reporting
- Create executive-level reporting, dashboards, and status updates
- Communicate risks, dependencies, and delivery health to leadership
- Facilitate decision-making discussions and document outcomes
- Support quarterly planning and executive reviews
Operational Excellence
- Establish and maintain operating rhythms across teams
- Improve intake, planning, governance, and reporting processes
- Drive adoption of delivery frameworks, tools, and standards
- Support capacity planning and resource forecasting
- Build scalable processes to support organizational growth
AI Delivery & Technical Coordination
- Develop working knowledge of AI platforms, architecture, and delivery models
- Support cross-functional coordination for AI-related initiatives
- Track delivery efforts across areas such as:
- Large Language Models (LLMs)
- Retrieval-Augmented Generation (RAG)
- Prompt engineering frameworks
- AI observability, monitoring, and governance
- Ensure visibility into technical, operational, and security milestones
- Partner with technical teams to understand risks and dependencies
AI-Driven Operational Improvement
- Leverage AI tools to improve planning, reporting, and workflows
- Identify automation opportunities across program management activities
- Support adoption of AI-assisted delivery and operational practices
- Evaluate emerging tools to improve team efficiency
Required Qualifications
- 8+ years of Technical Program Management, Technical Project Management, Delivery Management, or Scrum leadership experience
- Proven experience leading Agile delivery across multiple technical teams
- Strong knowledge of Agile, Scrum, Kanban, and scaled delivery models
- Experience working across Product, Engineering, and business stakeholders
- Demonstrated success managing complex technical programs with dependencies
- Strong stakeholder management and communication skills
- Experience with executive-level reporting and presentations
- Ability to identify and mitigate risks and blockers
- Strong analytical, organizational, and problem-solving skills
- Comfortable working within highly technical software environments
- Ability to bridge technical and non-technical stakeholders
- Strong interest in emerging technologies, particularly AI
Preferred Qualifications
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Experience supporting enterprise platforms (AI, data, cloud, or software)
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Experience working within Product and Engineering organizations
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Experience with portfolio management and planning cycles
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Familiarity with enterprise AI and Generative AI ecosystems
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Experience in large-scale enterprise environments
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Certifications such as PMP, CSM, SAFe, or similar
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Exposure to:
- Generative AI platforms and LLMs
- RAG and AI-driven workflows
- AI governance and evaluation frameworks
- API integrations and orchestration
- Automation or low-code/no-code tools
Technical Skills
Program & Delivery Tools:
Jira, GitHub, Azure DevOps, Airtable, Smartsheet, Confluence, Miro, Lucidchart
Collaboration Tools:
Microsoft Teams, SharePoint, Microsoft 365
Reporting & Analytics:
Power BI, Excel, dashboarding tools
AI & Automation (Preferred):
AI copilots, prompt tooling, workflow automation platforms
Why Apply?
Join a forward-thinking organization driving large-scale AI adoption across the enterprise. This is an opportunity to lead impactful, high-visibility initiatives while working with cutting-edge technologies and shaping how AI is operationalized at scale.
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