Senior Account Executive

About 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.

Responsibilities

• 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.

Requirements

• 3+ 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

Qualifications

• Experience in the mid-market business space
• Ability to understand and articulate the value proposition of Square's ecosystem
• Strong communication and interpersonal skills
• Ability to work independently and as part of a team

Skills

• Outbound sales
• Salesforce
• Multi-product sales
• Consultative selling
• Deal closure
• Customer relationship management

Benefits

Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and âfair chanceâ ordinances.

Pay

Starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Zone A: ($156,200 - $234,200), Zone B: ($145,200 - $217,800), Zone C: ($137,400 - $206,200), Zone D: ($129,600 - $194,400).

Schedule

Remote work is offered.