Mid-Market Account Executive

📋 Description

• Own the full outbound sales cycle—from prospecting to close—for mid-market merchants.
• Build and manage a high-quality pipeline through cold outreach and campaigns.
• Develop multi-product solutions across Square’s ecosystem for each merchant.
• Partner with Business Development on lead flow while driving net-new logo acquisition.
• Conduct discovery, demos, and negotiations with multi-stakeholder deals.
• Act as a consultant and trusted advisor across BDR, AE, and AM needs.

🎯 Requirements

• 5+ years of full-cycle B2B sales with consistent quota achievement.
• Proven outbound prospecting and net-new business creation (SaaS or fintech preferred).
• Experience closing complex, multi-threaded deals with longer sales cycles.
• Ability to build pipeline from scratch with targeted outreach.
• Exceptional communication, presentation, and negotiation skills across channels.
• Strong consultative selling skills to diagnose challenges and map tailored solutions.

🎁 Benefits

• Remote-friendly with benefits described in regional pay ranges.
• Medical insurance and retirement savings plans as part of a flexible benefits package.