Jobs at Square

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.

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.

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.

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.

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.

Manage end-to-end onboarding and implementation for Square merchants, guiding discovery, configuration, training, hardware installation, data migration, and go-live activities. Partner with Sales, Account Management, Customer Success, Engineering, and Product to resolve obstacles, manage timelines, improve onboarding efficiency, and document feature requests. The role requires customer-facing communication, project management, cross-functional coordination, bilingual English and Spanish fluency, and PST or MST time-zone availability, with occasional onsite merchant work.

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 creative and content strategy for a growth portfolio across paid and unpaid channels. Lead audience research, messaging, creative development, experimentation, landing-page optimization, performance analysis, and scaling of successful concepts. Partner cross-functionally with marketing, creative, analytics, SEO, web, CRO, agencies, and technical teams. Develop AI-enabled workflows and testing frameworks while connecting creative decisions to acquisition, conversion, and business outcomes.

Own the post-checkout customer experience for Square’s food ordering and retail ecommerce products. Set product strategy, prioritize investments, align cross-functional teams, define customer journeys, and ship improvements across tracking, delivery, refunds, and support. Use customer research, behavioral data, AI tools, prototyping, GitHub, and automation to improve product quality and outcomes. Lead decisions across engineering, design, sellers, customers, and external partners while measuring resolution time, satisfaction, inquiries, and repeat purchases.

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 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.

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.

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.