Head of Square Commercial Operations & Deal Excellence

It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 50+ million monthly active customers. We want to redefine the world’s relationship with money to make it more relatable, instantly available, and universally accessible.

Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We’ve been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy.

About the Role:

As Square continues to scale globally, our commercial engine is becoming increasingly complex. We serve sellers across multiple markets, products, customer segments, and sales channels, requiring faster and more consistent decisions around pricing, commercial investments, and deal execution.

We’re hiring a Head of Square Commercial Operations & Deal Excellence to build and lead the commercial operating system that powers Square’s global Revenue organization.

This team sits within Revenue and serves as the connective tissue between Sales, Finance, Product, Engineering, Legal, Risk, and Revenue Operations. Finance owns Square’s pricing principles, profitability objectives, investment frameworks, and commercial guardrails. This team operationalizes those guardrails—building the processes, tools, governance, and strategic support that enable sellers to move faster while protecting long-term business value.

This leader will own Square’s global Deal Desk, pricing operations, strategic deal support, commercial governance, and commercial operations. Their mission is simple: enable Square to win more business by making every commercial decision faster, smarter, and more consistent.

What You’ll Own:

Commercial Strategy & Operations

• Partner with Finance to operationalize Square’s pricing strategy, commercial policies, and investment guardrails.