[Hiring] Mid-Market Account Executive @Block

Role Description

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.

• 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.

Qualifications

• 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

Benefits

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