💼 About This Role

You'll lead complex SaaS sales cycles for Square's most strategic, high-value deals, collaborating with executive stakeholders and internal teams. You'll own the full lifecycle from outreach to close, driving revenue growth in a high-impact market.

🎯 What You'll Do

• Develop sophisticated, insight-led sales narratives for client business priorities.
• Own full sales cycle from prospecting through negotiation and close.
• Lead technical, complex sales cycles with Solutions Engineering.
• Orchestrate internal alignment across Finance, Legal, Risk, Product, and Account Management.

📋 Requirements

• 8+ years of enterprise sales experience with end-to-end deal ownership.
• Deep experience in technical sales cycles involving API integrations and platform configuration.
• Proven ability to orchestrate multi-stakeholder deals internally and externally.
• Executive presence suitable for C-suite boardrooms and conference stages.

✨ Nice to Have

• Experience selling complex SaaS or fintech products in payments or commerce.
• Ability to operate independently in a fast-paced, ambiguous environment.
• BA/BS degree or equivalent professional experience.

🎁 Benefits & Perks

• 💰 Zone-based pay: $263,300 - $395,400 (Zone A), $245,100 - $368,000 (Zone B), $225,100 - $345,900 (Zone C), $205,200 - $314,900 (Zone D).
• 🏖️ Remote-friendly: Position open to remote work.
• 📈 Strategic investments: Square investing in upmarket sales infrastructure and tools.
• 🎤 Industry events: Opportunity to represent Square at conferences and networking functions.
• 🤖 AI tools: Access to AI tools for research and workflow automation.

📨 Hiring Process

Estimated timeline: 4-6 weeks · AI estimate

1. 1Recruiter Call· 30 min
2. 2Hiring Manager Interview· 45 min
3. 3Technical Interview with Solutions Engineering· 60 min
4. 4Final Interview with VP of Sales· 45 min