Description

About the Role:

Gusto is looking for a builder to take on the role of Head of AI-Native Talent Systems as we rethink how people grow in an AI-native company. This role is about designing the systems that shape growth day to day. Not courses. Not programs. The actual mechanics of work. Onboarding, feedback, performance reviews, promotion decisions, and leadership expectations should all help people get better by default, without needing special events or extra effort. You will be responsible for building new architecture and tearing down what no longer serves us. AI will be a core part of how you do this, not as a concept, but as a practical tool for reflection, coaching, skill building, and clarity. The goal is simple but hard: make growth obvious, continuous, and hard to avoid. This is a role for someone who wants to build something durable, test it in the real world, and keep improving it. If it works, others will copy it. If it doesn’t, you’ll learn fast and fix it

Here’s what you’ll do day-to-day:

  • Own the Gustie growth system at Gusto, from onboarding through executive leadership, with AI embedded at its core
  • Redesign moments like feedback, performance reviews, and promotion decisions so AI actively helps people reflect, learn, and improve in real time
  • Treat AI as a design partner in growth, deciding deliberately where it should lead, where it should support, and where humans stay firmly in charge
  • Build development directly into the flow of work, with AI reducing friction, surfacing insights, and prompting better decisions
  • Prototype, test, and ship AI-enabled changes that meaningfully improve how people grow here
  • Define new AI-native standards for leadership development, coaching, and skill building
  • Create feedback loops and signals, powered by AI, that make growth, readiness, and leadership effectiveness visible as the company evolves
  • Continuously revisit what belongs in code, what belongs in judgment, and how the boundary should shift over time 
  • Are you interested in this position?

    Apply by clicking on the “Apply Now” Button below!
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