Top Tech Jobs & Startup Jobs

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.

Own the architecture and technical strategy for Square’s go-to-market technology stack. Build and operate production AI agents, automated workflows, and integrations that improve sales productivity. Lead complex technical initiatives across teams, establish reliable and secure AI evaluation practices, make build-versus-buy decisions, and partner with Sales, Product, Data, and Engineering leaders. Mentor engineers, guide design and implementation, and use data and feedback to improve system adoption and business impact.

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.

Own the full outbound sales cycle for mid-market merchants, including prospecting, discovery, demonstrations, negotiation, and closing. Build pipeline through cold outreach, social selling, and targeted campaigns; develop tailored multi-product solutions; acquire net-new customers; manage complex, multi-stakeholder deals; maintain accurate Salesforce forecasting; and consistently achieve revenue targets while collaborating cross-functionally.

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.

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.

Own a portfolio of mid-market merchant accounts, build trusted relationships, retain and grow revenue, design scalable solutions using Square's platform, align cross-functional partners, influence product roadmap, and lead multi-stakeholder initiatives to drive seller outcomes.

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.

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.