Jobs at Square

Leads Square’s global external workforce and partner strategy for seller onboarding. Owns vendor, BPO, and third-party operating models; develops build-versus-buy recommendations, partner standards, SLAs, scorecards, governance, and performance mechanisms. Partners with Procurement, Legal, Finance, and regional operations on commercial terms, capacity, quality, cost, and scalability. Manages evolving partner operations teams and drives improved seller outcomes through operational discipline, workflow optimization, and AI-enabled improvements.

Leads the global operating system for seller onboarding by establishing KPI frameworks, reporting cadences, planning processes, capacity models, financial support, and continuous improvement programs. Partners with regional operations, Finance, Product, Analytics, and Enablement teams to standardize workflows, improve efficiency, and scale AI-enabled onboarding processes. Owns performance management routines, workforce modeling, vendor analysis, operational planning, and impact measurement across global delivery models.

Leads US seller onboarding operations across first-party and vendor-supported teams. Owns execution from post-sale handoff through go-live, including staffing, scheduling, routing, quality, service levels, and cost management. Drives operational excellence through KPI analysis, process redesign, tooling improvements, automation, and AI adoption. Partners with Sales, Product, Finance, and regional teams while managing multiple teams and developing operational leaders.

Leads international seller onboarding operations across Europe, the UK, Australia, and APAC. Owns regional execution, staffing, vendor performance, service levels, market readiness, operational scaling, and seller activation outcomes. Develops localized operating models and launch playbooks while maintaining global standards. Uses metrics, dashboards, financial analysis, and AI to improve workflows, cost-to-serve, speed, and quality. Partners with Sales, Product, Finance, Legal, Compliance, and GTM leaders while managing distributed teams and developing regional leadership.

Leads ambiguous, high-impact revenue strategy initiatives, including sales forecasting, pipeline health, capacity planning, organizational sizing, partnership modeling, and commercial deal economics. Builds repeatable operating processes, analyzes complex data, and delivers executive-ready recommendations. Partners across Sales, Finance, Partnerships, Services, Data, and Systems, influencing outcomes without direct authority.

Leads a team of Product Sales Specialists responsible for product adoption, cross-sell, expansion, pipeline, and revenue outcomes. The role coaches sellers, manages forecasting and performance, partners on complex opportunities, develops scalable sales motions, and enables broader sales teams. It also collaborates with Sales, Product, Marketing, Operations, Data Science, and Enablement to improve targeting, commercialization, product expertise, and seller outcomes.

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.

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.