Jobs at Square

Own full B2B sales cycle for mid-market merchants: prospect, build and manage pipeline, demo multiproduct Square solutions, negotiate complex contracts, collaborate cross-functionally, maintain Salesforce forecasts, and consistently exceed revenue targets.

Manage the full sales cycle for SMB merchants: convert inbound leads, proactively prospect to build pipeline, close high-volume short-cycle deals, deliver consultative solutions, collaborate cross-functionally, and consistently hit monthly and quarterly revenue targets using Salesforce.

Lead and develop a remote team of 8-10 SMB Account Managers to drive upsell, retention, software adoption, and churn reduction. Establish performance expectations, coach managers, run cadences and escalations, partner cross-functionally to improve customer experience, and support OKRs. Travel quarterly for team events or customer meetings.

Own the full sales cycle for SMB merchants in Canada: convert inbound leads, prospect outbound, manage pipeline in Salesforce, collaborate with cross-functional teams, and consistently hit monthly and quarterly revenue targets while improving conversion and deal size.

Own the full outbound mid-market sales cycle: prospect, build pipeline, run discovery and demos, negotiate multi-product deals, and close new logo business while collaborating cross-functionally and maintaining accurate Salesforce forecasts to exceed monthly and quarterly revenue targets.

Manage merchant onboarding from discovery through activation, ensuring sellers are properly scoped, configured, trained, and launched on Square’s platform. Coordinate with Sales, Account Management, Customer Success, Engineering, and Product to resolve obstacles and accelerate timelines. Lead multi-merchant projects, create training materials, perform data entry and migration, configure accounts and menus, and conduct remote and onsite consultations, training, and hardware installations.

Own a Santa Clara territory through primarily in-person field sales. Generate pipeline via business visits, networking, events, partnerships, and cold outreach; run full-cycle sales from prospecting through demos and closing; build seller relationships; support onboarding; maintain Salesforce activity and forecasts; master restaurant, retail, and service verticals; and consistently exceed quota.

Build and operate ingestion and reconciliation pipelines that match card-network and partner reports against internal transactions. Develop reporting products, produce standardized journals for accounting, support tax and regulatory filing systems, handle sensitive PII for compliance, debug production issues, and collaborate with finance, product, and data teams to automate and scale reconciliation and reporting.

Lead cross-team iOS engineering for Neighborhoods across Cash App and Square: define architecture, stay hands-on with SwiftUI/Workflow codebases, deliver integrated loyalty/ordering features, mentor engineers, and adopt AI-native workflows to accelerate development and quality.

The Senior Manager will define and drive the Services vertical strategy, enhance revenue performance, and ensure product alignment with sales efforts. They'll collaborate across teams, translate insights into actionable guidance, and shape product roadmap decisions, advocating for innovation and measurable impact on revenue.

Lead pricing modeling and experimentation to optimize margin, conversion, and retention. Build elasticity and willingness-to-pay models, design A/B and bandit experiments, develop pricing automation (DealBot) and monitoring for AI-driven rate recommendations, own ETL/analysis/visualization, and partner with Finance, Risk, Product, and GTM teams to operationalize pricing intelligence.

Convert inbound leads and prospect outbound opportunities to close SMB merchants. Own full sales cycle, qualify, demo, and forecast in Salesforce, collaborate cross-functionally, and consistently exceed monthly and quarterly revenue targets.

The Strategic Account Manager will manage a portfolio of mid-market sellers, negotiating contracts, identifying growth opportunities, and ensuring seamless client service alongside cross-functional teams.

Lead and build Square's global commercial operating system, owning Deal Desk, pricing operations, strategic deal support, and commercial governance. Drive pricing execution, approval workflows, AI-enabled automation, reporting, and cross-functional alignment to increase deal velocity, consistency, and profitability while managing a global team.

Lead vision-heavy product design for Square Point of Sale: craft visual and interaction designs, build prototypes, collaborate with product and engineering, integrate AI-driven experiences, and drive projects from concept through shipped product while raising design standards and systems thinking.

The Business Development Rep Associate will drive sales efforts by reaching out to prospective sellers, promoting Square's value, and managing a diverse business pipeline. Success will lead to growth opportunities within the sales organization. Candidates need to possess excellent sales instincts and a desire to grow in a sales career.

Lead GTM strategy and operations for Global Account Management to improve retention, reduce churn, and drive expansion. Build coverage models, book construction, KPIs, dashboards, and operational cadence. Automate workflows and AI-driven experiments across CRM and GTM tools. Partner cross-functionally with Data Science, Product, Engineering, Finance, and AM to translate strategy into scalable programs, technical requirements, and measurable impact.

Own and grow enterprise payment partnerships by sourcing, negotiating, and closing integrations with software platforms. Drive go-to-market execution with Sales and Account teams, develop API expertise, collaborate cross-functionally, and track partner performance and business outcomes tied to GPV, seller acquisition, and enterprise wins.

Lead GTM strategy and operations for Global Sales: design segmentation, territory and coverage models, build data-driven investment cases, analyze funnel performance, own WBR/MBR cadence and dashboards, run cross-functional projects from PRD to launch, and champion AI and automation to increase sales productivity.

Lead Square-wide Trust strategy across Risk and Identity, owning high-stakes Trust bets while coaching senior PMs. Drive product for Identity Verification, Access, Disputes, and Controls; optimize seller experience, risk loss, and ecosystem health. Operate AI-native, engage regulators and partners, and coordinate Product, Engineering, Compliance, Legal, and Operations to deliver Trust and Safety initiatives.