Block

Head of Square Commercial Operations & Deal Excellence

Bay Area, CA, United States of America

Sponsorship not specified$240k-$359kDetected 2 days ago

SalesLeadershipCollaboration

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.
This team sits within Revenue and serves as the connective tissue between Sales, Finance, Product, Engineering, Legal, Risk, and Revenue Operations.

Partner with Finance to operationalize Square's pricing strategy, commercial policies, and investment guardrails.
Translate pricing strategy into scalable seller workflows, pricing frameworks, playbooks, calculators, and decision-support tools.
Lead commercial strategy for Square's largest and most strategic customer opportunities.
Partner with enterprise sales leaders to structure creative commercial solutions within established pricing and investment guardrails.
Own the end-to-end operation of Square's global Deal Desk.
Build scalable intake, review, approval, and booking workflows that reduce friction for sellers.
Design repeatable playbooks that eliminate unnecessary manual reviews through standardized commercial patterns.
Own approval matrices, exception management, discount governance, and escalation processes across Square globally.
empowering you to do the best work of your career while building the life you want.
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy.

10+ years of experience leading Deal Desk, Commercial Operations, Revenue Operations, Sales Strategy, Pricing, Consulting, or related functions.
Deep expertise in enterprise sales, pricing operations, commercial governance, and complex deal structuring.
Strong analytical and financial acumen with the ability to evaluate complex commercial tradeoffs.

Built the commercial operating system that enables Square's Revenue organization to move faster while maintaining commercial discipline.
Reduced deal cycle times through streamlined workflows and AI-enabled automation.
Increased consistency in pricing execution and commercial decision-making across every Square market.
Improved seller productivity through better tools, clearer guidance, and simpler commercial processes.

Check out our other benefits at Block.
Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering.

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.

This listing is sourced directly from Block's careers page and normalized into a canonical job model.