Head of Customer Self-Service Onboarding, Sales

The posting, as Block wrote it

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

About the role

We’re looking for an expert in customer education and digital onboarding to build self-service learning programs that help sellers start transacting with confidence on Square.

You’ll develop the content, learning modules, and programs that support a high-velocity sales organization serving sellers with different needs, experience levels, and business types. You’ll also guide the development of a new self-service onboarding portal, shaping product and operational decisions alongside Product, Design, and Engineering.

We’re looking for someone who combines deep instructional design expertise with strong product judgment and execution skills. You know how to turn complex setup tasks into useful learning experiences, build content programs that scale, and measure whether customers can apply what they’ve learned.

Reporting to the Head of Global Onboarding Operations, this is a senior individual contributor role. You’ll lead through expertise and influence, working across teams to take programs from concept through launch and ongoing improvement.

What you’ll do

Build self-service learning programs

• Define the learning strategy for seller onboarding, connecting seller needs with clear learning objectives, content, and measures of success.
• Design and launch modular learning paths, short-form videos, interactive tutorials, setup guides, webinars, and on-demand courses.
• Adapt learning paths to different business types, products, roles, and levels of technical experience.
• Stay close to the work: develop outlines, scripts, storyboards, and sample modules while guiding contributors and production partners.

Shape the self-service onboarding portal

• Guide product and

[…]
ic area. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

To find a location’s zone designation, please refer to this resource . If a location of interest is not listed, please speak with a recruiter for additional information.

Zone A

$207,400 — $311,200 USD

Zone B

$207,400 — $311,200 USD

Zone C

$207,400 — $311,200 USD

Zone D

$207,400 — $311,200 USD

Application Guidelines

Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.

Use of AI in Our Hiring Process

We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.

Contact us here with hiring practice or data usage questions.

Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.

Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.

Privacy Policy