Mid-Market Account Executive

The Role

At Square, we’re re-imagining how mid-market businesses grow. As an Account Executive on our Mid-Market Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You’ll run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution.

If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business challenges, and consistently delivers against ambitious targets — this is your role.

You Will

• Own the full outbound sales cycle — from prospecting to negotiation to close — with mid-market merchants
• Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies
• Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s unique needs
• Partner with Business Development on lead flow while independently driving net-new logo acquisition
• Conduct high-impact discovery, demos, and negotiations&