About the company

Oversight is the world’s leading provider of AI-based spend management and risk mitigation solutions for large enterprises. Based in Atlanta, GA, Oversight works with many of the world’s most innovative companies and government agencies to digitally transform their spend audit and financial control processes. Learn More.

Position Overview

We are looking for an experienced AI Technical Project Manager to manage projects under our AI and agentic workflow initiatives. You will work closely with AI engineers, Product Managers, and Backend teams to translate complex AI capabilities into functional, scalable SaaS solutions. A heavy focus of this role is using Jira to organize, monitor, and automate project workflows in an Agile environment.

Responsibilities

Agentic AI Project Delivery

• Own the end-to-end AI delivery lifecycle: discovery, experimentation, evaluation, deployment, monitoring, and iterative optimization of AI-powered SaaS capabilities.
• Coordinate dependencies across AI engineering, backend, product, QA, data, and platform teams.
• Ensure AI initiatives meet business, technical, security, and operational readiness requirements before each release.
• Drive delivery accountability across cross-functional teams to keep AI initiatives on time, within scope, and aligned to business objectives.

Prioritization & Tradeoff Management

• Partner with Product and Engineering leadership to prioritize initiatives, manage competing demands, and balance innovation with operational stability.

Strategic Execution

• Operate effectively in ambiguous, fast-evolving AI environments where requirements, model capabilities, and delivery priorities shift rapidly.
• Help teams balance experimentation velocity with enterprise-grade reliability and governance expectations.

Agile Delivery Operations

• Configure and optimize Jira workflows, dashboards, automation, and reporting mechanisms to support scalable AI product delivery.
• Leverage Atlassian Intelligence and workflow automation to improve execution transparency and operational efficiency.

Governance & Risk

• Ensure AI initiatives align with organizational governance, security, compliance, and risk management standards.

Technical Bridging

• Act as the primary liaison across cross-functional teams including software developers, designers, engineers, and QA.
• Communicate project status, issues, and risks to stakeholders, project sponsors, and executive leadership.
• Run regular project meetings to track progress, resolve blockers, and adjust plans as needed.

Qualifications

• 3–5 years of Technical Project Manager experience
• 2+ years supporting AI/ML or Generative AI product delivery
• Experience coordinating cross-functional AI initiatives in production SaaS environments
• Strong Jira proficiency: JQL, dashboard building, and workflow customization for Agile teams
• Solid understanding of the LLM ecosystem, agent frameworks, and the distinction between Generative and Agentic AI
• Working knowledge of LLM application architectures: RAG, agent orchestration frameworks, vector databases, prompt engineering workflows, and API-driven AI services
• Familiarity with cloud-native SaaS environments and AI infrastructure concepts: inference services, model evaluation pipelines, observability, and CI/CD workflows
• Ability to communicate effectively with AI engineers on system dependencies, experimentation tradeoffs, and deployment considerations
• Bachelor's degree in Computer Science, Engineering, or equivalent experience
• Experience supporting LLM-based applications, copilots, agentic systems, or AI automation products
• Comfortable operating in iterative AI development environments where experimentation, rapid feedback loops, and evolving model behavior are core to delivery