Top Tech Jobs & Startup Jobs

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.

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.

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, establish AI reliability and security guardrails, define evaluation metrics, and guide build-versus-buy decisions. Partner with Sales, Product, Data, and Engineering leaders while mentoring engineers and remaining hands-on across design, implementation, testing, deployment, and operations.

Build and operate Block’s data platform, including warehousing, orchestration, business intelligence, governance, and agentic workflows. Develop reliable Python services, developer tools, and Terraform infrastructure for petabyte-scale data. Partner with data practitioners and product teams, establish engineering standards, provide technical direction, and mentor engineers while ensuring security, reliability, observability, usability, and data governance.

Own and scale enterprise compensation programs, including salary structures, equity, geo-pay, promotions, focal cycles, and incentives. Design compensation governance, policy guardrails, delegation frameworks, automated workflows, AI-assisted self-service tools, and centralized reporting. Advise senior leaders on talent-market positioning, pay equity, and organizational design while partnering with Compensation Operations, data, tooling, and peer program leads.

Leads Legal Innovation & Operations strategy, including legal technology roadmaps, systems optimization, automation and AI initiatives. Oversees CLM, eBilling, knowledge management, and workflow platforms; manages budgets, vendors, and third-party spend; and delivers cross-functional projects with Legal, IT, Finance, Policy, and business teams. The role translates business needs into technology solutions and drives operational excellence through process improvement and data-driven insights.

Lead quota, capacity, and headcount planning across Block’s commercial sales organizations. Build scalable planning methodologies, systems, data, governance, and processes; own quota-setting and hiring models; run scenario analyses; advise Sales and Finance executives; align compensation, recruiting, strategy, and operations; and establish decision rights and operating rhythms for commercial growth planning.

Leads sales compensation operations, including quota assignment, crediting, commission calculations, data pipelines, audits, governance, and payouts. Manages and develops an operations team while partnering with Sales, Finance, Revenue Operations, and senior leadership. Oversees Pigment and Salesforce administration, improves automation and data integrity, resolves exceptions, delivers operational reporting, and ensures compensation plans are executed accurately, transparently, and on schedule.

Own and grow a Los Angeles territory through primarily in-person field sales. Generate pipeline via prospecting, networking, events, and partnerships; conduct demos; sell Square’s software and hardware ecosystem; close full-cycle deals; build seller relationships; support onboarding; maintain Salesforce pipeline rigor; forecast accurately; and consistently exceed quotas.

Build and manage a global Afterpay and Cash App sales enablement and training strategy across North America, the UK, and APAC. Own the internal content platform, facilitate training, communicate product and business updates, collaborate with revenue and GTM leaders, and use AI to scale learning programs. Measure program impact on sales performance while adapting enablement initiatives to regional needs.