Forward-Deployed AI Product Manager

Jobtailor

Greater London

Hybrid

GBP 65,000 - 90,000

Full time

14 days+

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Job summary

Jobtailor is seeking a driven professional to own the end-to-end implementation of our enterprise platform, from onboarding to live deployment, including on-site client visits as we scale internationally.

You will independently lead engagements, configure GAP and Navigator, develop plans, run UAT, and manage support queries while partnering with engineering and design to deliver measurable outcomes.

Qualifications

  • Academic excellence from a top Russell Group university with strong A-levels.
  • Genuine passion for AI and fluency with AI tooling (Claude Code, Cowork, Cursor, Codex).
  • 2+ years in a product/technical/technology role, ideally with client-facing experience.
  • Demonstrated track record of high performance in demanding environments.

Responsibilities

  • Own end-to-end platform implementation for enterprise accounts, including onboarding and live deployment with potential travel.
  • Lead enterprise engagements by configuring GAP and Navigator products, creating plans and pitch decks, running UAT, and handling support queries.
  • Drive product development projects end-to-end with engineering and design, from client needs to shipped product.
  • Design AI evaluation frameworks, engineer prompts, and track product analytics on live data.
  • Build internal AI workflows and tooling, and steer adoption of new AI tools across the team.
  • Engage with cutting-edge tools (Claude Code, Cowork, Cursor, Codex) and explore new AI tooling for product innovation.
  • Gather insights from benefits admins and employees at global enterprises to shape future work.
  • Collaborate with CPO, Co-founder, AI Product Lead, engineers, and Product Associates at all development stages.

Skills

AI
Product management
Client-facing
On-site visits

Education

Russell Group degree

Tools

Claude Code
Cowork
Cursor
Codex

Job description

Responsibilities
  • Sit at the intersection of engineering, product, and client delivery, owning the end-to-end implementation of our platform for our most complex and strategic enterprise accounts, from onboarding through live deployment, including on-site client visits and potential global travel as we scale internationally.
  • Lead enterprise engagements independently by configuring GAP and Navigator products for deployment, building implementation plans and pitch decks, running UAT, and handling support queries.
  • Own and lead product development projects end to end alongside engineering and design, from client requirements to shipped product, and be accountable for outcomes.
  • Design and refine AI evaluation frameworks, engineer prompts across our product suite, and track product analytics on live production data.
  • Build internal agentic AI workflows that automate lengthy or manual processes—org-wide Claude, skills, and custom Slack workflows—and set the direction on internal tooling as its complexity grows.
  • Engage with cutting-edge tools like Claude Code, Cowork, Cursor, and custom MCP integrations, with freedom to explore new AI tooling that drives product innovation, setting the standard for AI tooling across the team. As these tools evolve, the line between engineering, product, and design will blur—we want you to be at the frontier of that shift.
  • Gather first-hand insight from benefits administrators and employees at global enterprises, and feed that directly back into the product to shape what we build next.
  • Collaborate closely with our Chief Product Officer, Co-founder, AI Product Lead, engineers, and Product Associates at every stage of development—bridging the gap between what customers need and what gets built.
Qualifications
  • Academic Excellence: You have an exceptional academic track record from a top Russell Group university with strong A-levels. A STEM degree is desirable but not essential.
  • AI Passion and Fluency: You have a genuine, intense interest in AI and are fluent in AI tooling (Claude Code/Cowork, Cursor, Codex etc)—setting the standard for others. You’ll be asked to share your latest AI projects and explain how you stay on the cutting edge, as this is vitally important to the role. GitHub and CI/CD competence is a nice-to-have.
  • Experience: You have 2+ years of experience in a product, technical, or technology role, ideally with client-facing experience in a technical capacity. Prior entrepreneurial experience is highly valued.
  • Track Record of High Performance: You can show evidence of reaching the top of something demanding — elite or competitive sport, music, gaming, unusually fast promotion, or national or international academic awards.
  • Continuous Learner: You have a voracious appetite for knowledge.
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