Mid-Market Account Executive

The Role
At Square, we're re-imagining how mid-market businesses grow. As a Senior Sales Account Executive on our Outbound 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 with decisiveness across multi-stakeholder deals.
Act as a consultant and trusted advisor - seamlessly flexing across BDR, AE, and AM responsibilities when needed.
Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
Consistently hit and exceed revenue goals - monthly and quarterly.

You Have
5+ years of sales experience in a full cycle closing role
A BA/BS degree or relevant experience
Demonstrated exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
The ability to drive deals independently in a fast-paced, dynamic environment
Business development experience (e.g. new logo sourcing and acquisition)
A collaborative and team player mentality
Prior Salesforce experience or equivalent