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Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own the architecture and technical direction of Square’s go-to-market systems. Build and operate production AI agents, automated workflows, and integrations that improve sales productivity. Lead complex technical initiatives, establish reliable and secure AI evaluation practices, make build-versus-buy decisions, and partner with Sales, Product, Data, and Engineering. Remain hands-on across design, implementation, testing, deployment, and operations while mentoring engineers and influencing senior stakeholders.
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own the full outbound sales cycle for mid-market merchants, including prospecting, pipeline development, discovery, demonstrations, negotiation, and closing. Develop tailored multi-product solutions across Square’s ecosystem, acquire new logos, manage complex stakeholder deals, and maintain accurate Salesforce forecasts. Collaborate with Business Development, Product, Marketing, Implementation, and Operations while consistently meeting or exceeding revenue targets.
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
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.
