Role Description As the Enterprise Lead, Australia, you will lead Square's expansion into the country's most strategic sellers and build the enterprise sales motion for our next stage of growth. This is a senior leadership role for a proven enterprise sales leader who can set strategy, raise execution standards, coach complex deals, and build a high-performing team. You will be accountable for enterprise pipeline, deal quality, forecast discipline, and revenue outcomes across a focused set of high-value prospects and sellers. You'll lead and develop Enterprise Account Executives while staying close to the most strategic opportunities. You'll partner deeply with Solutions Engineering, Product, Partnerships, Legal, Finance, Marketing, Customer Success, and regional leadership to bring the full Square ecosystem to market. We're looking for someone who can build a category-defining enterprise sales motion in a market where commerce, payments, software, data, and AI are converging. This person should bring the strategic judgment of a senior sales leader, the technical curiosity to sell a platform, and the operating discipline to build a repeatable, high-performing business. You Will - Lead Square's enterprise sales strategy in Australia: - Set the strategy for how Square identifies, prioritizes, engages, and wins the country's most strategic sellers across target accounts, verticals, territories, and resources. - Build and coach a high-performing enterprise sales team: - Hire, develop, and manage Enterprise Account Executives through clear expectations, deal coaching, pipeline inspection, feedback, and accountability. - Raise talent density and performance standards: - Create a high-performance environment where enterprise sellers are prepared, commercially sharp, customer-focused, and accountable for outcomes. - Own enterprise pipeline and revenue outcomes: - Be accountable for pipeline quality, deal progression, forecast accuracy, and closed revenue across the enterprise segment. - Establish a rigorous operating cadence: - Create consistent rhythms for pipeline reviews, forecast calls, account planning, deal inspection, and performance management. - Raise the bar on enterprise deal execution: - Coach the team through complex, multi-stakeholder sales cycles involving executive, technical, commercial, procurement, legal, and finance stakeholders. - Build repeatable sales motions for upmarket growth: - Create scalable approaches to account planning, qualification, discovery, business case development, executive engagement, negotiation, and closing. - Lead with technical and platform fluency: - Help customers understand Square as a commerce platform across payments, software, hardware, data, integrations, and AI-enabled workflows. - Stay close to the most strategic opportunities: - Help shape account strategy, open executive doors, navigate complex negotiations, and remove blockers on high-priority deals. - Partner cross-functionally to win and scale: - Work closely with Solutions Engineering, Product, Partnerships, Legal, Finance, Marketing, Customer Success, and regional leadership to align internal teams around strategic opportunities and customer outcomes. - Represent Square credibly at senior levels: - Build trusted relationships with C-level and senior decision-makers that unlock access, influence decisions, and drive long-term partnerships. - Turn market insight into business impact: - Bring customer, competitor, partner, and market feedback back into Square to influence product, pricing, packaging, partnerships, and go-to-market strategy. - Set enterprise sellers up for durable growth: - Partner with implementation, customer success, and account teams to ensure enterprise sellers launch successfully and are positioned to expand over time. Qualifications - 10+ years of enterprise or strategic sales experience, including a strong track record of exceeding targets and closing complex, high-value deals. - 3+ years of people leadership experience, with demonstrated ability to coach, develop, and manage high-performing enterprise sellers. - Experience leading enterprise teams in complex platform, SaaS, fintech, payments, data, AI, or commerce environments. - Proven ability to build territory, segmentation, and coverage strategies in a developing or high-growth market. - Deep experience leading teams through complex, multi-threaded sales cycles involving executive, technical, procurement, legal, and finance stakeholders. - Strong commercial acumen, with the ability to coach teams on pricing, negotiation, business case development, deal structure, and long-term customer value. - Strong technical curiosity and the ability to sell business value across APIs, integrations, data, automation, and emerging AI use cases. - Executive presence and credibility—you communicate with precision, challenge constructively, and earn trust with senior decision-makers. - Strong analytical discipline, with comfort using data to inspect pipeline, improve conversion, forecast accurately, and make resource decisions. - Strong operating discipline across pipeline management, forecasting, account planning, deal inspection, and performance management. - Experience hiring and developing high-performing enterprise sales talent, including raising performance standards and coaching complex deal execution. - A customer outcomes mindset, with experience partnering across pre-sales, implementation, customer success, product, and support to set enterprise sellers up for successful launch and future expansion. - A builder mentality—you create clarity in ambiguity, take ownership of outcomes, and are energized by building the playbook, not just running an existing one. Benefits - Remote work - Medical insurance - Flexible time off - Retirement savings plans - Modern family planning