San Francisco, CA
Payments platform for small businesses
Square builds point-of-sale hardware and software enabling merchants to accept card payments, manage inventory, payroll, and operations. It serves small and mid-sized businesses with tools for omnichannel commerce and financial services. The platform processes billions in payments to empower economic access.
Manage and grow a portfolio of SMB Services merchants by driving product adoption, upselling Square tools, and acting as a trusted advisor. Requires 3+ years in sales or account management, pipeline management to hit revenue targets, and passion for helping small businesses with technology.
AI Legal Program Manager partnering with legal, engineering, product, and compliance teams to develop frameworks for responsible AI innovation, regulatory compliance, and risk management at Block. Requires 5+ years in technical program management with AI/ML focus and strong knowledge of emerging AI regulations.
Build and maintain data pipelines for reconciling card-network settlements against internal transaction data to power accurate financial, tax, and regulatory reporting at scale for a global payments platform. Requires 3+ years experience with batch/event-driven pipelines, orchestration tools, and strong SQL/programming skills in a high-stakes financial environment.
Lead technical strategy and architecture for Cash App's Banking server engineering team. Mentor engineers, drive cross-functional decisions, contribute hands-on to scalable systems using Java/Kotlin and AWS, with 12+ years experience.
Senior iOS engineer shaping Neighborhoods, a new local commerce network connecting Cash App and Square. Lead cross-team mobile architecture and hands-on SwiftUI development while using AI tools to accelerate delivery, mentor engineers, and raise the technical bar.
Staff iOS Engineer guiding technical direction for Neighborhoods mobile experiences across Cash App and Square. Lead cross-org architecture, stay hands-on with SwiftUI development, integrate loyalty/ordering features, and scale AI-native engineering workflows. Requires 12+ years iOS experience and proven organizational impact.
Own end-to-end subsidiary governance reporting across 11 regulated entities at Block/Cash App. Synthesize cross-entity intelligence, coordinate with compliance leads, and deliver Board-ready materials with governance judgment. Requires 7+ years in compliance or regulatory reporting.
Enterprise Account Manager responsible for post-sales revenue growth, retention, and expansion of Cash App and Afterpay commerce partnerships with Fortune 500 merchants. Requires 10+ years in account management or strategic partnerships, executive presence, data-driven negotiation, and cross-functional leadership in a fast-paced tech environment.
Lead the design and evolution of scalable legal systems architecture, integrating automation, data platforms, and AI (Claude, Harvey, LLMs) to optimize legal workflows, eDiscovery, CLM, and operations. Requires 7+ years software/systems engineering experience, strong programming, SaaS/API integration, and legal tech domain knowledge.
Lead the design and evolution of legal technology systems at Block, combining software engineering and legal domain expertise to build scalable AI-driven automation, integrations, and workflows across ELM, CLM, eDiscovery and data platforms.
Senior technical leader on Block's Solutions Engineering team driving complex partner and merchant integrations for Cash App Afterpay and related commerce products. Partner with sales, design technical solutions and POCs, advise on integrations, influence product roadmap, and deliver demos to executives and engineers. Requires 5+ years in customer-facing technical roles, full-stack development experience, and willingness to travel 10-20%.
Senior technical leader on Block's Solutions Engineering team driving complex partner and merchant integrations for Cash App Afterpay and related commerce products. Works with sales, BD, and product teams to understand needs, build POCs, advise on integrations, influence roadmap, and create technical demos.
Senior Software Engineer building and leading real-time event-streaming platforms and online data projection frameworks at Block. Requires 8+ years experience with distributed systems, Kafka, and streaming data pipelines (Spark/Flink preferred).
Staff Data Scientist owning pricing models and experiments for Square globally. Build elasticity/willingness-to-pay models, run causal experiments, develop AI-powered deal tooling, and monitor production AI systems while partnering with Finance, Risk, and Product teams.
Growth Manager owning end-to-end activation and habituation for Cash App customers. Diagnose funnel friction, design and run high-velocity experiments, self-serve SQL analysis, and influence product roadmap as a peer to Product, Engineering, ML, and Design teams. Requires 5+ years in growth/lifecycle roles with strong analytical and experimentation skills.
Staff Product Data Scientist on Cash App's Lending team building, measuring, and improving credit products (Borrow, Afterpay, Square Loans). Partners with product/risk/engineering to define metrics, run experiments, analyze customer behavior using AI tools, and drive decisions for underserved customers.
Senior Software Engineer building and operating Block's core ledgering, balance, transaction, and settlement systems that serve as the financial source of truth for Square and Cash App. Requires 8+ years experience with distributed high-throughput systems and financial domain knowledge (ledgers, accounting, treasury).
Senior analyst independently owns end-to-end reconciliation and reporting for payment flows, card networks, and banking partners. Requires 5+ years experience, expert SQL, accounting knowledge, data pipeline skills, and stakeholder management to ensure financial accuracy and drive automation.
Territory Account Executive responsible for in-person field sales (80% of time) to restaurants, retailers, and service businesses. Build pipeline through drop-ins, referrals, and partnerships; close complex deals while exceeding sales targets in assigned local market.
Federal Affairs Director responsible for developing and executing federal government engagement strategies, serving as a registered lobbyist, tracking legislation on financial regulation, digital assets, AI, and privacy, and building relationships with policymakers on Capitol Hill. Requires 8+ years in federal government relations, strong communication skills, and experience in financial services or tech policy.
Tech Lead and systems architect for Block's Business Platform (Bizplat), consolidating fragmented services into unified automation capabilities for Risk, Support, Sales, Finance, and Supply Chain. Requires 10+ years software engineering experience including 5+ years technical leadership, deep expertise in platform design, workflow systems, and driving cross-team consolidation.
Join Square's Sales Development team as a Business Development Representative to drive outbound sales to prospective merchants via cold calling, emailing, and social selling. Identify business challenges, promote Square solutions, exceed monthly quotas, and advance your sales career with mentorship and growth opportunities.
Lead and scale the North American SMB Sales team for Afterpay and Cash App across BDR, Inbound, and Outbound motions. Build playbooks, processes, and cross-functional partnerships to drive revenue growth from small and medium-sized merchants while coaching high-performing sales teams.
Lead the North American Mid-Market Sales team for Cash App and Afterpay, overseeing seasoned Account Executives to drive revenue through complex negotiations with high-growth and established merchant brands. Requires 12+ years leading Mid-Market sales/account management in tech or fintech, strong leadership, executive presence, and cross-functional influence.
Lead Square's global commercial operating system as Head of Commercial Operations & Deal Excellence. Own Deal Desk, pricing operations, strategic deal support, governance, and AI-driven automation to accelerate revenue decisions while protecting profitability. Requires 10+ years leading commercial ops in SaaS/fintech/payments with deep expertise in enterprise deal structuring and executive influence.
Manager, Growth Strategy & Operations for Square’s Global Account Management. Design and scale retention, churn reduction, and expansion strategies while building automations, AI tools, KPIs, and cross-functional programs to optimize Account Management operations and seller lifetime value. Requires 5+ years in strategy/ops or consulting, hands-on automation and CRM/data tools experience.
Lead vision-heavy design projects for Square's core Point of Sale experiences, leveraging AI to create delightful seller and buyer workflows. Requires strong visual/interaction design, prototyping, systems thinking, and cross-functional collaboration with product and engineering.
Lead architecture and scaling of Block's Oracle Fusion financial systems (Accounting, Tax, Treasury, Procurement, FP&A). Design data models, build integrations, drive AI-first automation, and translate accounting requirements into scalable technical solutions.
Lead and coach a team of Territory Account Executives in field sales for Square's omnichannel commerce and financial services solutions. Hands-on role modeling high-velocity selling, managing pipeline with rigor, building high-accountability culture, and scaling go-to-market motions in assigned Texas markets. Requires 8+ years sales experience and 5+ years leadership.
Senior ML Engineer leading architecture and strategy for LLM- and agent-powered quality evaluation systems at Block. Builds scalable AI frameworks to measure product behavior, detect issues, and generate insights across millions of interactions to improve reliability and decision-making.
Field-based Territory Account Executive responsible for full-cycle sales of Square's omnichannel commerce, payments, and financial services solutions. Requires 3+ years full-cycle field sales experience, self-sourced pipeline building via in-person outreach, and deep expertise in restaurant/retail/services verticals to consistently exceed quota.
Lead sourcing, negotiation, and management of strategic platform and ISV partnerships for Square payments and Afterpay. Drive GTM execution, API integrations, and measurable GPV growth with enterprise sellers. Requires 8+ years experience including 6+ in BD/partnerships, payments knowledge, and strong commercial acumen.
Manager, GTM Strategy & Operations for global Sales at Square/Block. Own end-to-end strategic initiatives, sales planning, funnel analytics, cross-functional program management, and AI-driven productivity improvements. Requires 5+ years in strategy/ops or consulting with strong commercial and data skills.
Tech Lead responsible for architecting and consolidating Block's Business Platform (Bizplat) systems to reduce service sprawl and deliver reusable automation capabilities across Risk, Compliance, Customer Support, GTM, Finance, and Supply Chain. Requires 10+ years software engineering experience including 5+ years in technical leadership roles, deep platform architecture expertise, and experience with workflow systems.
Senior Account Executive on Square's Outbound team responsible for full-cycle sales to mid-market merchants. Build pipeline through cold outreach, close complex multi-product deals across Square's ecosystem, and consistently exceed revenue targets.
Regulatory counsel advising on state and federal lending laws, bank partnerships, and consumer/commercial lending compliance. Leads resolution of complex regulatory issues and provides strategic guidance on novel financial products to senior stakeholders. Requires JD, 8+ years relevant experience, and bar membership.
Lead and manage federal bank examinations for Block/Cash App, serving as primary contact with regulators like the FDIC. Requires 8+ years in regulatory examination management within financial services, strong FDIC exam experience, and cross-functional coordination skills.
Lead and coach a team of Territory Account Executives in field sales for Square's omnichannel commerce and financial services solutions. Hands-on role modeling high-velocity selling, managing pipeline with rigor, building high-accountability culture, and scaling go-to-market motions in assigned markets. Requires 10+ years sales experience and 8+ years leadership.
Lead and build Block's Product Sales organization as an overlay team to drive adoption, expansion, and revenue for highest-priority strategic products. Partner with AEs/AMs on complex deals while owning commercialization strategy, sales plays, and cross-functional execution in fintech/payments.
Territory Account Executive responsible for full-cycle field sales in the Little Rock market. Conduct 50-60 weekly in-person business visits, run self-sourced sales from lead gen through closing across Square's commerce and financial products, build partnerships, and exceed quota in restaurant, retail, and services verticals.
Senior Data Engineer on the Risk or Compliance team building data models, pipelines, monitoring, and AI agents to support financial crimes detection, risk decisions, and ML datasets across Cash App, Square, and Afterpay. Requires 8+ years experience, strong SQL/Python/DBT skills, and full lifecycle data engineering expertise.
Principal Security Engineer responsible for setting the bar for software security excellence at Block. Defines multi-year technical strategy, leads development of high-leverage security solutions and infrastructure across business units, drives Secure by Design culture, and mentors InfoSec teams. Requires 10+ years shipping production software with 5+ years scaling security practices.
The Product Accounting Manager partners with product and engineering teams at Cash App to build scalable revenue recognition processes in Oracle, prepare journal entries and reconciliations, drive process improvements, and ensure GAAP compliance and SOX controls. Requires 4+ years accounting experience with revenue or GL focus, strong GAAP expertise, and a bachelor's in accounting/finance (CPA preferred).
Senior engineer building and operating core banking platform features, public APIs, and financial tooling on AWS with Kotlin. Requires 5+ years experience and a bachelor's degree.
Inside Sales Account Executive converting inbound leads and outbound prospecting into closed SMB deals for Square's commerce and financial tools.
Field-based Territory Account Executive selling Square's payment and commerce ecosystem to restaurants, retailers, and service businesses in Boston. Requires 2+ years full-cycle field sales experience and consistent quota attainment.
Senior ML Engineer building and deploying production risk and fraud detection models at scale for Cash App and Square. Owns end-to-end ML systems and partners cross-functionally to reduce financial loss.
Lead architecture and scaling of finance technology stack across Accounting, Tax, Treasury, Procurement, and FP&A using Oracle Fusion. Drive AI-first development and intelligent integrations to automate financial workflows.
Lead and develop a remote team of Account Executives to drive revenue growth. Hire, coach, and manage AEs with a focus on pipeline, forecasting, and performance metrics.
Lead and coach a remote team of Account Executives to meet revenue goals. Drive sales strategy, pipeline management, hiring, and team development for SMB sales at Square.