Jobs at Block

Supports global sales enablement and everboarding by planning, maintaining, and facilitating ongoing learning content. Coordinates stakeholders, manages knowledge resources, communications, training assets, and localized Canada enablement. Tracks adoption, knowledge retention, and performance impact while promoting playbooks, FAQs, internal wikis, and LMS content. Requires sales enablement experience, adult learning knowledge, strong communication, stakeholder management, and organizational skills.

Conduct outbound prospecting through cold calls, email, and social selling to identify qualified merchant opportunities for Square. Manage and prioritize a diverse business pipeline, understand merchant needs, promote Square solutions, meet or exceed monthly quotas, and pass qualified leads to Account Executives. The role emphasizes data-driven sales, bilingual French and English communication, professional development, and career growth within sales.

Graduate research co-op focused on building Customer World Models and proactive intelligence: designing representation learning, foundation-model, reinforcement learning, and agentic systems; running experiments, publishing, and deploying research into production to improve long-horizon decision-making and customer-facing automation.

Own the full outbound sales cycle for mid-market merchants, from prospecting and pipeline development through discovery, negotiation, and close. Sell tailored, multi-product Square solutions in complex, multi-stakeholder deals, maintain accurate Salesforce forecasts, collaborate cross-functionally, and consistently exceed revenue targets.

Own the architecture and technical strategy for Square’s go-to-market technology stack. Build and operate production AI agents, automated workflows, and scalable integrations that improve sales productivity. Lead complex technical initiatives across teams, establish AI reliability and security guardrails, define evaluations and success metrics, and guide build-versus-buy decisions. Remain hands-on across prototyping, implementation, testing, deployment, and operations while mentoring engineers and influencing senior business and technical stakeholders.

Own end-to-end reconciliation and reporting for card networks, banks, processors, and internal ledger data. Build SQL-based reporting, dashboards, exception queues, metrics, controls, and automated solutions; investigate discrepancies, improve data quality, support month-end close and audits, and partner with Engineering, Product, Accounting, Treasury, Tax, and Compliance. The role also defines requirements and test plans, maintains data pipelines, mentors analysts, and drives automation across payment settlement and money-movement processes.

As a Staff Software Engineer on the Cash App Banking team, you will lead technical strategy, collaborate on decisions, manage large features, and mentor other engineers to enhance their skills in creating innovative banking solutions.

Full-cycle SMB sales role converting inbound leads and generating outbound pipeline. Manage high-volume, short-cycle deals, forecast in Salesforce, collaborate cross-functionally, exceed monthly/quarterly revenue goals, and sell bilingually in French and English.

Manage the full sales cycle for SMB merchants: convert inbound leads, prospect to build pipeline, forecast in Salesforce, collaborate cross-functionally, provide consultative solutions, and consistently meet or exceed monthly and quarterly revenue targets. Bilingual (French/English) role with high activity volume and short sales cycles.

Lead Canada compliance for Square and Afterpay: own annual compliance plan, manage AML/ATF, RPAA, PCI, consumer protection and privacy programs, drive regulatory engagements, board reporting, issue remediation, and build AI-enabled compliance solutions across functions.

Own global B2B lifecycle and email marketing across prospect and merchant journeys. Develop personalized nurture, onboarding, adoption, retention, churn prevention, and winback programs across North America, the UK, and APAC. Lead email testing, segmentation, AI-enabled personalization, product go-to-market campaigns, reporting, and revenue-impact measurement. Partner with Sales, Product, Content, Revenue Operations, Partnerships, Compliance, and regional teams to improve merchant acquisition, activation, engagement, transaction volume, and lifetime value.

Lead Block’s Compliance Issues Management Oversight program across Square, Cash App, and Afterpay. Own remediation tracking, change governance, scope determinations, quality assurance, escalation, reporting, and closure validation for compliance issues involving AML/BSA, sanctions, and consumer protection. Build governance standards, procedures, templates, and playbooks; facilitate cross-functional forums; advise stakeholders; and scale the program through AI, automation, and workflow tooling.

Leads compliance technology oversight for transaction monitoring, sanctions screening, customer risk scoring, and AI-driven case resolution models. Builds AI-powered automation, governance frameworks, human-in-the-loop controls, real-time monitoring dashboards, data-quality controls, and model performance processes. Partners with engineering, machine learning, policy, regulators, and independent monitors to ensure models and data pipelines are explainable, auditable, exam-ready, and aligned with AML requirements across fiat and virtual currency products.

Designs, builds, and operates scalable internal applications, backend services, APIs, integrations, and automated employee workflows. Owns solutions from architecture through deployment and support while improving reliability, observability, performance, and maintainability. Collaborates across engineering, product, design, security, and People Technology teams; provides technical leadership through architecture reviews, code reviews, mentoring, and roadmap contributions. The role also explores AI-powered capabilities to improve employee workflows and engineering productivity.

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; collaborate with marketing, sales, creative, communications, and external partners; manage production through launch; and use performance insights to optimize content and distribution.

Build and maintain network edge security systems that improve API security posture, detect and mitigate abusive traffic, and respond to emerging threats. Responsibilities include developing streaming analytics pipelines, integrating CDN and security vendors, managing production systems, contributing to machine learning models, and implementing AI-driven traffic classification. The role requires software or security engineering experience, expertise in Java, Kotlin, TypeScript, Python, SQL, Spark, CDN platforms, and AWS.

Leads and grows an engineering team building financial and supply chain platforms, including agentic workflow automation, reporting, forecasting, tax, compliance, and operational systems. Sets technical direction, architecture, roadmap, and delivery practices while partnering with Finance, Accounting, Tax, Compliance, Product, and Operations. Ensures reliability, security, scalability, testing, observability, and operational excellence, while developing engineers, future leaders, and a healthy engineering culture.

Manage seller onboarding and implementation from discovery through go-live, guiding merchants through product setup, training, hardware installation, data migration, and operational configuration. Coordinate with Sales, Account Management, Customer Success, Engineering, and Product to resolve obstacles and accelerate activation. Lead multiple complex merchant projects, create training materials, track feature requests, and support scalable onboarding strategies. The role requires occasional onsite work and bilingual English-Spanish communication.

Manage a portfolio of mid-market sellers, expanding use cases and technical solutions, negotiating contracts, and providing exceptional client service.

Leads Sales Development across North America and the UK, owning top-of-funnel pipeline performance, team integration, reporting, targeting, conversion, and revenue contribution. Builds scalable inbound and outbound motions, expands upmarket coverage, develops managers and representatives, and partners with Marketing, Sales, Finance, Risk, Compliance, Product, and Operations. Uses analytics, automation, and AI to improve prospecting and productivity while establishing rigorous planning, coaching, qualification, and performance standards.