S

Square

Verified Job Source

See you in the neighborhood.

San Francisco, CA

Software Development
5,001+ people

About

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 through Afterpay, 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 helping sellers worldwide do the same. Square is part of Block, Inc. (NYSE: SQ), a global technology company with a focus on financial services.

Open positions

Senior Account Executive, Mid-Market

Remote · Canada

You will own the full outbound sales cycle for mid-market merchants, from prospecting to negotiation and closing. You will also collaborate cross-functionally with product, marketing, and operations teams to deliver tailored, multi-product solutions.

Staff Software Engineer, Cash App Banking

Remote · Toronto, Ontario, Canada

Lead the technical strategy for the Cash App Banking server engineering team and drive cross-cutting architectural decisions to improve system scalability. Partner with product and business leads while mentoring engineers to expand their technical influence.

Staff Software Engineer, Go-to-Market Systems & AI

Remote · Toronto, Ontario, Canada

You will own the technical strategy and architecture for go-to-market systems while building AI-powered automated workflows to enhance sales productivity. You will lead cross-functional initiatives and mentor engineers to deliver scalable, reliable solutions that solve complex business problems.

Business Intelligence Analyst

Remote · United States

You will independently own end-to-end reconciliation and reporting workstreams, ensuring financial accuracy across card networks, banking partners, and internal ledger data. Additionally, you will define key metrics, drive process automation, and collaborate with cross-functional teams to resolve discrepancies and improve financial controls.

Senior Account Executive, Mid-Market - Canada

Remote · Toronto, Ontario, Canada

Own the full outbound sales cycle for mid-market merchants, from prospecting and lead generation to negotiation and closing. Develop tailored multi-product solutions across the Square ecosystem to help businesses grow.

Chargé de Comptes, Marché Intermédiaire

Remote · Toronto, Ontario, Canada

Manage the full B2B sales cycle for mid-sized businesses, from cold prospecting to closing complex multi-product contracts. Collaborate cross-functionally with Product, Marketing, and Operations teams to deliver tailored ecosystem solutions for merchants.

Chargé de Compte PME

Remote · Toronto, Ontario, Canada

Manage the full sales cycle for SME merchants, converting marketing leads and proactively prospecting to build a robust pipeline. Collaborate with internal teams to provide value-based solutions and consistently exceed monthly and quarterly revenue targets.

SMB Account Executive - Canada

Remote · Toronto, Ontario, Canada

Manage the full sales cycle by converting inbound leads and proactively sourcing new SMB opportunities through outbound prospecting. Collaborate with internal teams to deliver consultative solutions and consistently exceed revenue goals using Salesforce for tracking.

Regulatory Program Lead, Canada

Remote · Canada

The Regulatory Program Lead will oversee compliance frameworks for Canadian entities, including AML/ATF, RPAA, and consumer protection. They will act as a designee for the Chief Compliance Officer in governance forums and lead cross-functional regulatory programs.

Oracle Fusion Techno-Functional Developer - Remote, Canada

Remote · Toronto, Ontario, Canada

Lead the architecture and scaling of the financial technology stack across Accounting, Tax, Treasury, Procurement, and FP&A. Drive AI-first development to automate financial workflows and build seamless integrations between accounting systems and data lakes.

Senior Finance Systems Engineer: Oracle Fusion - Remote, Canada

Remote · Toronto, Ontario, Canada

Lead the architecture and scaling of the financial technology stack across Accounting, Tax, Treasury, Procurement, and FP&A. Drive AI-first development to automate financial workflows and build seamless integrations between accounting systems and data lakes.