Drimva

Gusto

Head of Product, New Customer Experience

$243K–$292K

San Francisco, CA - Hybrid · Director · Full-time · Posted Sep 18, 2026

Experience
10+ years of direct Product Management experience, including 4+ years leading and managing product managers.

About the job

Leads product strategy and execution for the end-to-end experience that helps small businesses discover Gusto, choose products, onboard, and activate.

What you'll do

  • Own acquisition, onboarding, and activation experiences, including AI-supported customer journeys and discovery through AI assistants.
  • Set strategy and improve acquisition volume and onboarding conversion; align cross-functional teams around a shared onboarding platform.
  • Coach and lead senior product managers, raising product craft, customer understanding, and execution velocity.

What they ask for

  • 10+ years of direct Product Management experience, including 4+ years leading and managing product managers.
  • Track record owning a growth, acquisition, or onboarding funnel with direct accountability for conversion or revenue.
  • Hands-on experience shipping AI-powered customer experiences and evaluating their performance, latency, and cost.
  • Experience selling to SMBs and working in a multi-product company with shared platforms and cross-team dependencies.

Nice to have

  • Experience owning a public web surface, such as a marketing site or CMS.

Pay

USD $206,00/yr to $248,000/yr base salary (Denver & most major metro locations); USD $243,000/yr to $292,000/yr base salary (San Francisco, Seattle & New York)

Tools

AI, CMS

AI focus

Ship AI-powered customer experiences, incorporate AI into acquisition and onboarding, reach customers through AI assistants and agentic surfaces, assess outcomes against replaced flows while managing latency and cost, and use AI for research, synthesis, and prototyping.

Model-written summary · the original posting is authoritative

First seen Oct 10, 2026 · Last verified Nov 6, 2026 (UTC)