Jobs at Square

Lead a team of 8–10 SMB Account Managers to drive upsell, retention, and customer satisfaction. Own pipeline management, coaching, performance cadences, cross-functional escalation, and execution of team OKRs. Partner with Product, Operations, and Sales; serve as senior escalation point and travel quarterly for events or customer meetings.

As an Enterprise Account Executive, you will manage high-value deals throughout the sales process, collaborate with technical teams, and represent the company to executive clients, all while developing relationships and strategies to drive enterprise sales success.

Manage a portfolio of SMB merchants to retain and grow revenue by proactively identifying churn risk, executing upsell/cross-sell strategies, negotiating with merchants, using data to drive decisions, and partnering cross-functionally to solve structural problems and improve processes.

The Strategic Account Manager will build and manage partnerships with mid to large market organizations, driving growth by providing tailored strategic guidance and innovative solutions. They will engage senior stakeholders, navigate complex business problems, and influence internal decision-making. This role emphasizes strong cross-functional collaboration and an ability to operate independently in a dynamic environment.

The Strategic Account Manager is responsible for managing relationships with key Food & Beverage sellers, driving revenue growth through account management, providing technical solutions, and collaborating with cross-functional teams.

Lead a team of 8–10 SMB Account Managers to drive upsell, retention, software adoption, and customer satisfaction. Build coaching-driven performance cadences, manage pipeline and OKRs, partner cross-functionally to resolve escalations, and serve as senior escalation for high-impact merchant situations.

The Enterprise Account Executive will drive Square's expansion by managing strategic enterprise accounts, executing account strategies, closing high-value deals, and collaborating cross-functionally to facilitate deal closures while building relationships with senior executives.

Own a local territory through intensive field sales, conducting 50–60 weekly business visits, generating pipeline, delivering product demos, and closing full-cycle deals. Build relationships with local sellers, develop referral partnerships, support onboarding, and sell Square’s commerce software, hardware, and financial services across restaurant, retail, and service verticals. Maintain Salesforce pipeline discipline, forecast accurately, meet quotas, and continuously improve performance.

As a Business Development Rep Associate, build the Sales Development organization by reaching out to prospective sellers through cold calling, emailing, and social selling, promoting Square's value, and managing a diverse pipeline to accelerate sales cycles.

Lead global referral and growth partnerships to drive seller acquisition. Define partnership strategy, source and negotiate complex commercial agreements, launch and scale integrations, manage C-level relationships, measure KPIs, and build a high-performing partnerships team across markets.

Own and grow the Baltimore territory through field-based prospecting, business visits, live product demonstrations, consultative selling, and full-cycle deal execution. The role requires building local partnerships, generating referrals, managing Salesforce pipeline activity, onboarding new sellers with cross-functional teams, and consistently exceeding sales quotas across Square’s software, hardware, and financial services products.

Own and grow a Manchester sales territory through primarily in-person prospecting, business visits, demos, partnerships, and full-cycle selling. Generate pipeline, build relationships with local businesses, sell Square’s software and hardware solutions, manage Salesforce activity and forecasts, support onboarding, and consistently exceed quota. The role targets restaurants, retailers, and service businesses and requires independent execution in a fast-paced field environment.

Own the full outbound sales cycle for SMB merchants, from prospecting and pipeline creation through discovery, demos, negotiation, and close. Build net-new business through cold outreach, social selling, and targeted campaigns; design multi-product solutions across Square’s ecosystem; manage Salesforce forecasting; collaborate cross-functionally; and consistently achieve revenue targets.

Lead technical onboarding and activation for complex Square merchant deployments. Manage discovery, solution validation, implementation projects, stakeholder communication, risk mitigation, data migration, and cross-functional coordination with Sales, Product, Engineering, Account Management, and Customer Success. Provide technical product guidance, translate seller requirements into feature requests, improve onboarding processes through AI-powered automation, and travel occasionally for client meetings and installations.

Guide SMB and mid-market sellers through onboarding, implementation, training, and activation of Square products. Manage multiple seller engagements, track milestones and go-live readiness, resolve blockers, escalate technical issues, and maintain proactive client communication. Contribute to onboarding process improvements, product knowledge, team collaboration, and AI-enabled workflow enhancements.

Own the global governance roadmap for sales content and knowledge. Design automated workflows for reviews, approvals, version control, expiration, and archiving. Build AI-powered processes to identify outdated or duplicated information, manage email content governance, coordinate cross-functional reviews, establish content ownership, and maintain taxonomy and metadata standards. Develop dashboards tracking freshness and compliance, while improving knowledge management and automation across global sales teams.

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.

Guide SMB and mid-market sellers through onboarding and implementation, including scoping calls, training, product guidance, launch readiness, and post-launch support. Manage 20–30 concurrent seller engagements, track milestones, resolve blockers, escalate technical issues, and contribute to process improvements. Maintain product expertise across POS, online, and integrations while collaborating with sales, account management, product, and marketing teams. Use AI tools to improve seller experiences and internal processes.

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 and grow a Halifax sales territory through primarily in-person prospecting, business visits, live demos, relationship building, partnerships, and full-cycle deal execution. Generate pipeline through door-to-door outreach, events, networking, referrals, and cold calling. Sell Square’s software and hardware to restaurants, retailers, and service businesses, maintain Salesforce activity and forecasts, support onboarding, and consistently exceed quota.