CareerPlanSign in

Senior Staff Software Engineer, Onboarding and Activation

San Francisco, CA - Hybrid💼 Full-time💰 $223,000–$223,000🗓 2026-09-11 → 2026-09-26

Core

Own the end-to-end signup-to-activation experience for small businesses, inventing 0-to-1 AI-driven onboarding flows across web, SMS, WhatsApp, and third-party assistants.

Role type

Staff Product Engineer (Growth Onboarding)

Builds

Proactive AI teammate features and modular onboarding experiences for Gusto's small business customers

Domain

SaaS / HR Tech / Small Business Economy

Deliverable

product features

Required skills

Full-stack engineering, AI/LLM product application, technical leadership, founder mindset, cross-functional partnership, rapid prototyping, data modeling, UI design

Preferred skills

Experience with third-party AI integrations (ChatGPT, Claude), building greenfield products, mentoring engineers

Technologies

Web, SMS, WhatsApp, third-party AI assistants, data models, UI frameworks

Responsibilities

Ship measurable improvements to customer activation speed and reliability, prototype net-new AI experiences, partner with Product/Design/Data to validate hypotheses, design modular reusable onboarding blocks, raise engineering standards through code reviews and mentorship, make sharp scoping calls for time-boxed experiments

Seniority

Staff, hands-on IC with technical leadership

Sourced via greenhouse · Listed on CareerPlan, which tracks 70,000+ jobs from 20+ sources.