24 Seven Talent

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Job Description Fractional Senior Product Manager, AI We are seeking a seasoned Fractional Senior Product Manager, AI (Freelance) to own and evolve the “intelligence layer” of the platforms experience. This isn’t a prompt-writing or experimental lab role—our AI must reliably execute real work for our customers: orchestrating actions, automating workflows, and turning unstructured intent into concrete outcomes. In this role, you will define and ship AI-powered capabilities that go far beyond chat. You’ll partner closely with design, engineering, and data science to shape how customers interact with the platforms AI, how it chooses the right “skills” to apply, and how we ensure the system is accurate, trustworthy, and grounded in the right data. We’re looking for someone who has built production AI features before and can contribute from day one in a fast-moving environment. Role Type: Freelance (Fractional Senior Product Manager, AI) Location: Remote (US-based only) Anticipated Start Date: 03/23/26 Duration: ~6 months Anticipated End Date: 09/04/26 Schedule: Monday–Friday, 40 hours per week (no overtime) Equipment: Personal laptop required What You’ll Own AI Chat & Interaction Model You’ll Own The End-to-end Chat And Interaction Experience For The Platforms AI—how Users Express Intent, How The System Responds, And How Conversations Turn Into Concrete Actions In The Product. You Will • Define and refine conversational flows that feel natural, guided, and outcome-focused—not just generative or “chatty.” • Collaborate with design and research to validate user mental models for working with AI in complex project and work management contexts. • Establish patterns for disambiguation, follow-ups, confirmations, and error handling that keep users in control and confident. AI Skills & Orchestration You will define what our AI is actually capable of doing and how it chooses the right capability at the right time. You will: • Map, prioritize, and maintain a catalog of AI “skills” (e.g., risk analysis, plan summarization, dependency detection, resource allocation guidance). • Work with engineering to define orchestration logic: how the system interprets intent, selects tools, sequences actions, and resolves conflicts. • Define guardrails and eligibility criteria for when certain skills can or should be invoked based on data availability, permissions, and context. Quality, Grounding & Safety You will own the bar for quality and correctness across AI-powered experiences in your scope. You will: • Define the “definition of done” for AI features, including accuracy, grounding, latency, and usability criteria. • Partner with data science and engineering to create evaluation frameworks, test sets, and QA processes for LLM performance. • Design feedback loops so customers can correct, rate, or refine AI responses, and so those signals inform continuous improvement. • Ensure AI is pulling from the correct sources (e.g., specific sheets, projects, workspaces) and respects permissions and data boundaries. Execution & Delivery You’ll be the accountable product owner for shipping AI capabilities in a 6?month horizon. You will: • Translate strategy and vision into clear product requirements, user stories, and prioritized backlogs. • Make real-time tradeoff decisions balancing quality, scope, performance, and timeline. • Unblock engineering and design by providing crisp decisions, clarifications, and acceptance criteria. • Partner with GTM, marketing, and customer-facing teams to define launch plans, messaging, and success metrics. Strategy & Stakeholder Alignment While this is a hands-on execution role, you’ll also help sharpen our AI direction. You will: • Clarify how AI augments core workflows and where it should (and should not) play a central role. • Define and track success metrics (e.g., task completion, user adoption, satisfaction, reduction in manual work). • Communicate roadmap, milestones, and risks to leadership and cross-functional partners in a concise, data-backed way. What You Bring • Deep Product Experience: 10+ years of product management experience, primarily in enterprise SaaS or other complex B2B software. • Hands-on AI Product Background: Direct experience building and shipping products powered by large language models or similar AI technologies (e.g., retrieval-augmented generation, tool use, agents). • LLM Literacy: Strong understanding of how LLMs behave in production—where they excel, how they fail (e.g., hallucinations, grounding issues), and practical strategies to mitigate those issues through product and system design. • Plug-and-Play Execution: Proven ability to enter an existing roadmap and team structure, absorb context quickly, and begin contributing meaningful work within days, not weeks. • Enterprise Mindset: Experience designing for enterprise-grade requirements: security, permissions, auditability, change management, and multiple stakeholder personas. • Clarity from Complexity: Demonstrated skill in translating ambiguous, highly technical problems into simple, intuitive user experiences and straightforward product narratives. • Remote & PST Collaboration: Ability to work core Pacific Time hours to stay closely aligned with West Coast leadership and engineering teams. • Communication: Excellent written and verbal communication skills; you can write sharp PRDs, specs, and updates that are easy for both technical and non-technical audiences to act on. This is a high-impact, time-bound role for someone who has already shipped AI products at scale and is ready to immediately shape how AI executes real work for customers.