Top Tech Jobs & Startup Jobs

Own the architecture and technical direction of Square’s go-to-market technology stack. Design, build, and operate production AI agents and automated workflows that improve sales productivity. Lead complex initiatives through architecture, implementation, testing, deployment, and operations; establish AI evaluation, observability, security, reliability, and human-oversight practices. Partner with Sales, Product, Data, and Engineering teams to translate business needs into scalable solutions, guide integrations and build-versus-buy decisions, and mentor engineers through influence and technical leadership.

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 a local territory through field-based, full-cycle sales. Generate pipeline via business visits, cold outreach, community engagement, events, and partnerships; conduct demos; close Square ecosystem deals; build seller relationships; support onboarding; manage referrals; maintain Salesforce activity and forecasts; and consistently exceed quota across restaurant, retail, and service verticals.

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 the full sales cycle for SMB merchants, converting inbound leads and generating outbound opportunities. Qualify prospects, conduct demos, close deals, provide consultative solutions, maintain accurate Salesforce forecasts, collaborate cross-functionally, and consistently achieve revenue targets.

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.

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.

Lead pricing modeling and experimentation to optimize margin, conversion, and retention. Build elasticity and willingness-to-pay models, design A/B and bandit experiments, develop pricing automation (DealBot) and monitoring for AI-driven rate recommendations, own ETL/analysis/visualization, and partner with Finance, Risk, Product, and GTM teams to operationalize pricing intelligence.

Own the full outbound sales cycle for mid-market merchants, build and manage pipeline through cold outreach and campaigns, craft multi-product Square solutions, run discovery, demos, and negotiations, collaborate cross-functionally, maintain Salesforce pipeline and forecasts, and consistently exceed monthly and quarterly revenue targets.