Mid-Market Account Executive

📋 Description

• Own the full outbound sales cycle — from prospecting to negotiation to close — with mid-market
• Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns
• Develop multi-product solutions across Square's ecosystem and tailor them to each merchant's unique
• Partner with Business Development on lead flow while independently driving net-new logo acquisition
• Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder
• Act as a consultant and trusted advisor — seamlessly flexing across BDR, AE, and AM

🎯 Requirements

• 5+ years of full-cycle B2B sales experience with consistent quota achievement
• Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred)
• Expertise closing complex, multi-threaded deals with longer sales cycles
• Demonstrated ability in building pipeline from scratch using targeted, strategic outreach
• Exceptional communication, presentation, and negotiation skills across phone, video, and written
• Expertise with consultative selling skills — diagnose business challenges and map tailored solutions

🎁 Benefits

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning