Jobs at Square

Own the full outbound sales cycle for mid-market merchants, from prospecting and pipeline development through discovery, product demonstrations, negotiation, and close. Build net-new business through strategic outreach, sell multi-product solutions, manage complex multi-stakeholder deals, forecast accurately in Salesforce, and consistently exceed revenue targets. Collaborate with business development, product, marketing, implementation, and operations teams while serving as a consultative advisor to merchants.

Develop data science solutions for payments across Square and Cash App. Build AI-powered tools, ETL pipelines, dashboards, machine learning models, experiments, and cloud data systems. Partner with Product, Engineering, Finance, and Operations to improve payment success, cost efficiency, risk mitigation, and decision-making. Translate business needs into practical solutions, research questions independently, and operationalize data processes and infrastructure.

Develop and manage Square’s always-on B2B content engine across social, thought leadership, customer stories, partner content, and industry narratives. Build content calendars, formats, briefs, campaigns, and AI-assisted workflows; coordinate cross-functional teams and external partners; oversee production through launch; and analyze performance to optimize messaging, formats, and distribution.

Design, build, scale, and operate high-volume payment APIs and distributed systems serving global traffic. Lead complex engineering projects from requirements through production, improve reliability, performance, observability, fault tolerance, and security, and participate in on-call and incident response. Collaborate across product and engineering teams, use AI-assisted development tools responsibly, and mentor engineers through technical reviews and documentation.

Leads Square’s US Business Development Representative organization through managers and frontline teams. Owns pipeline generation strategy, operating cadence, performance management, forecasting, capacity planning, outbound execution, and sales technology improvements. Coaches managers, develops BDR talent, hires and retains staff, and partners with Sales, Marketing, Revenue Operations, Enablement, Analytics, and Strategy to improve funnel conversion and revenue contribution. Uses data, automation, AI, and prospecting tools to improve productivity and scale successful programs.

Own Square Hardware sales and revenue across major U.S. retail partners. Build and scale retail partnership strategies, manage existing retailer and distributor relationships, source and negotiate new partnerships, lead cross-functional launches and forecasting, and manage retail marketing budgets through test-and-learn investments.

Coordinate cross-functional product go-to-market programs from planning through launch, adoption, and optimization. Build project plans, operating mechanisms, launch documentation, feedback loops, status updates, and decision logs. Partner with Product, Sales, Marketing, Enablement, Analytics, Finance, and leadership to align stakeholders, manage dependencies, identify blockers, and improve execution. Translate operational data and customer or field feedback into clear priorities and recommendations.

Lead global ecosystem partnerships for Block’s Afterpay, Cash App, and Square products. Develop partner strategies, build executive relationships, design scalable partnership programs, commercialize B2B and B2B2C payment products, negotiate agreements, and expand distribution through third-party platforms. Collaborate with Product, Engineering, Sales, Marketing, Finance, Compliance, and Legal teams to maximize partner performance and commercial growth.

Lead data science initiatives for Risk and Support Operations by analyzing customer and product data, defining metrics, forecasting demand, evaluating experiments and risk policies, and building decision frameworks. Use AI tools and agent workflows to improve analytical efficiency. Partner with product, engineering, and risk teams, communicate insights to senior stakeholders, establish technical standards, mentor data scientists, and support hiring.

Own the architecture and technical strategy for Square’s go-to-market systems. Build and operate production AI agents, automated workflows, and integrations that improve sales productivity. Lead complex initiatives through architecture, implementation, testing, deployment, and operations while establishing AI evaluation, observability, security, reliability, and human-oversight practices. Partner with Sales, Product, Data, and Engineering leaders to translate business needs into scalable solutions, make build-versus-buy decisions, mentor engineers, and improve business impact through data and user feedback.

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.

Own and grow an Oakland territory through primarily in-person field sales. Generate pipeline via business visits, cold outreach, events, networking, and partnerships; conduct demos; sell Square’s software, hardware, and financial solutions; and close full-cycle deals. Build relationships with local businesses, support onboarding, develop referrals, manage pipeline and forecasting in Salesforce, and consistently exceed quota across restaurant, retail, and services verticals.

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 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.

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.