Block
Head of Customer Self-Service Onboarding, Sales
$207K–$311K
Bay Area, CA, United States of America +1 · Remote · Director · Full-time · Posted Oct 6, 2026
- Location
- Bay Area, CA, United States of America
US - CA - San Francisco City - Remote
About the job
Build and improve self-service seller onboarding programs and a digital portal that help Square sellers learn, complete setup, and begin transacting.
What you'll do
- Design and launch scalable learning programs, including courses, tutorials, webinars, and written guidance.
- Shape the onboarding portal with Product, Design, and Engineering, from requirements and prioritization through launch and maintenance.
- Measure onboarding and learning outcomes, then improve programs using analytics, seller research, and experiments.
What they ask for
- Extensive experience building customer education, digital learning, or self-service onboarding programs at scale.
- Track record taking customer-facing learning programs from concept to launch and improving onboarding or product adoption.
- Deep expertise in instructional design, adult learning, curriculum development, and task-based learning.
- Experience with learning systems and analytics, customer-facing digital experiences, and cross-functional program leadership.
Nice to have
- Experience supporting a high-velocity sales organization.
Pay
$207,400 — $311,200 USD (base salary); $207,400 — $311,200 USD (base salary); $207,400 — $311,200 USD (base salary); $207,400 — $311,200 USD (base salary)
Tools
learning management systems, digital authoring tools, content management platforms, learning analytics
AI focus
Evaluate AI-assisted guidance and content tools for learning and production efficiency, with standards for accuracy, privacy, and human review.
Model-written summary · the original posting is authoritative