Jobs at Square

Guide SMB and mid-market sellers through Square onboarding, implementation, training, and go-live activities. Manage multiple seller engagements, lead scoping and onboarding calls, track milestones, resolve blockers, maintain product expertise, and coordinate with sales, account management, product, and marketing teams. Contribute to process improvements, provide seller support after launch, and use AI to enhance customer experiences and internal workflows.

Leads and develops an enterprise sales team responsible for strategic seller acquisition, pipeline generation, complex deal execution, forecasting, and revenue outcomes. Builds repeatable sales motions, coaches Enterprise Account Executives, manages territory and account strategies, leads high-value negotiations, and partners cross-functionally with product, legal, finance, marketing, implementation, and customer success teams. Uses market insight to influence product, pricing, partnerships, and go-to-market strategy.

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.

Lead complex card-acquiring projects from design through production, building reliable payment systems, tooling, testing frameworks, and network integrations. Work hands-on with ISO messages, routing, authorization, clearing, settlement, reconciliation, interchange, and tokenization. Set technical direction, mentor engineers, improve reliability, participate in on-call operations, and establish standards adopted across teams. The role requires deep acquiring expertise and experience operating large-scale financial systems.

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.

Leads Square’s engagement marketing team, driving product adoption, seller engagement, and portfolio growth. Owns cross-product growth priorities, go-to-market planning, experimentation, communications governance, lifecycle execution, and external partnerships. Partners with Product, Data Science, Engineering, and other teams to optimize messaging, incentives, channels, and seller experiences through analytics and incremental measurement. Develops senior strategists, sets priorities, manages tradeoffs, and delivers global initiatives initially focused on the U.S.

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.

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.

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.

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.

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.

Own the full sales cycle for small and midsize business merchants, converting inbound leads and generating outbound pipeline. Diagnose customer needs, deliver consultative solutions, manage high-volume opportunities, forecast accurately in Salesforce, collaborate cross-functionally, and consistently meet or exceed revenue quotas.

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.

Owns quality assurance for cryptocurrency and sanctions compliance programs, including sampling, decision reviews, metrics, risk reporting, corrective actions, and continuous improvement. Partners with BSA/CFT and Sanctions program owners and leadership to ensure compliance standards align with regulatory requirements and product growth. Requires deep AML, KYC, sanctions, and fintech compliance expertise, strong analytical and communication skills, executive influence, and AI fluency.

Own the full sales cycle for small and midsize business merchants, converting inbound leads and generating outbound opportunities. Qualify prospects, conduct demos, close deals, provide consultative solutions, manage pipeline activity in Salesforce, forecast accurately, and meet revenue goals. The role requires collaboration with onboarding, product, marketing, and support teams while maintaining a high-volume, data-driven sales process.

Own and grow a local sales territory through field prospecting, business visits, networking, partnerships, product demonstrations, and full-cycle deal closure. Build pipeline, sell Square’s software and hardware solutions to restaurants, retailers, and service businesses, maintain Salesforce activity and forecasts, support onboarding, generate referrals, and consistently exceed sales quotas.

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 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.

Lead and develop a remote mid-market sales team of Account Executives to drive revenue growth. Hire, train, coach, and manage KPIs, forecasting, and pipeline. Participate in client meetings, build repeatable sales processes, evolve strategy, and use customer feedback to improve products.