AI Delivery Lead

PaysafeJacksonville, FL

About The Position

We are moving fast on AI and the ambition is real. Our organization is generating ideas, prototypes, and partnerships at pace. What we need now is someone who can bring discipline to the demand, clarity to the portfolio, and a compelling narrative to everything we are building. This role sits at the intersection of delivery leadership, strategic communication, and organizational change. You will own the intake and prioritization of AI-powered initiatives, keep delivery moving with visibility and accountability, and tell the story of our AI progress to stakeholders at every level. But equally importantly, you will be the person who makes AI feel accessible, relevant, and exciting to every employee across the globe, not just the engineers building it. You will help design the guardrails that make responsible AI use possible and then tear down the unnecessary barriers that stop people from using it. If you get energized by turning ambiguity into momentum, and by bringing an entire organization on a journey rather than just shipping projects, this is the seat for you.

Requirements

  • Background in delivery leadership or program management, ideally with exposure to technology or product organizations
  • Experience working in or alongside engineering teams and know how to earn credibility with technical partners without needing to be the most technical person in the room
  • Natural communicator who can write a crisp executive summary, run a prioritization working session with engineers, and then present to an all-hands without losing the room
  • Understand agile and lean delivery principles and know how to apply them pragmatically rather than dogmatically
  • Genuinely energized by AI, not just as a subject to manage, but as a capability you want to understand deeply and advocate for with conviction
  • Think about adoption as a design problem, not a communications afterthought, and have experience bringing skeptical or hesitant audiences along on a change journey
  • Believe that governance done well creates freedom, not friction, and have the credibility to make that case to both executives and the front line
  • Operate well in ambiguity and treat a messy intake queue, a blank governance framework, and an uncharted adoption landscape as puzzles to solve, not reasons to wait for clarity
  • Familiarity with AI/ML product development cycles and what makes GenAI initiatives different from traditional software delivery

Nice To Haves

  • Experience building measurement frameworks to quantify productivity, efficiency, or capability gains
  • Hands-on experience with tools like Jira Product Discovery, Confluence, or similar portfolio management platforms
  • Prior experience working directly with a CTO, Chief Architect, or senior technical executive

Responsibilities

  • Design and operate the intake process for AI initiative requests coming from across the business, creating structure where there is currently noise
  • Work with the Chief Architect, Chief of Staff and engineering leads to evaluate, triage, and prioritize requests against strategic value, feasibility, and capacity
  • Maintain a clear and current view of the AI initiative portfolio so leadership always knows what is in flight, what is next, and what has been parked and why
  • Partner closely with GenAI Engineers to track progress, surface blockers, and keep work moving across the portfolio
  • Manage WIP discipline so the team is focused and set up to succeed, not spread thin across too many simultaneous efforts
  • Drive accountability without micromanagement, knowing when to push and when to get out of the way
  • Build and maintain the narrative around what we are doing with AI, why it matters, and what impact it is generating
  • Develop executive-ready communications, including board and leadership updates, that translate technical progress into business outcomes
  • Create the mechanisms to capture and share AI wins across the organization so momentum is visible and celebrated
  • Serve as a global advocate for AI adoption, actively identifying and communicating where AI can solve real problems, eliminate friction, and unlock efficiency across every function and geography
  • Develop and deliver enablement content, internal campaigns, and practical guidance that helps employees at all levels understand what AI can do for them specifically, in their role, on their team
  • Support the community of practice around AI usage across the organization, creating spaces where employees can share what is working, ask questions, and build on each other's ideas
  • Partner with HR, communications, and regional leads to ensure the AI adoption story lands globally, accounting for different contexts, needs, and starting points across our workforce
  • Close the gap between the people building AI solutions and the people who need to use them, making sure nothing great gets built in a vacuum
  • Steward a lightweight AI governance framework that enables speed and experimentation while managing risk
  • Define clear guidance on when and how AI tools should be used across different contexts, from customer-facing to internal operations, ensuring employees have confident answers rather than anxious uncertainty
  • Work with Legal, Compliance, and Security to translate their requirements into practical, people-friendly policy that does not inadvertently freeze adoption
  • Establish feedback loops so the governance framework evolves as our AI maturity grows and the external landscape shifts
  • Make responsible AI use a source of organizational pride and competitive differentiation, not just a compliance obligation

Benefits

  • Equal employment opportunities to all employees, and applicants for employment
  • Prohibition of discrimination of any type with regard to ethnicity, religion, age, sex, national origin, disability status, sexual orientation, gender identity or expression, or any other protected characteristics
  • Policy applies to all terms and conditions of recruitment and employment
  • Reasonable adjustments available upon request
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