Senior Remote Account Executive - Mid‑Market

Square; Dallas (TX); On-site; USD 145,000 - 218,000; Full time

Job summary

Square is seeking a Senior Sales Account Executive for its outbound team to bring Square’s ecosystem to mid-market sellers. You’ll build, shape, and close your own multi-product pipeline, blending hunter instincts with consultative depth and strategic execution.

As an experienced closer, you will thrive in outbound environments, solve meaningful business challenges, and consistently hit ambitious targets while collaborating across Product, Marketing, and Operations to deliver cohesive solutions.

Qualifications

• 5+ years in a full cycle closing role with track record of hitting targets.
• Degree or equivalent professional experience in a relevant field.
• Proven ability to source new logos and close complex deals.
• Experience working in fast-paced, growth environments.
• Collaborative mindset with cross-functional teams.
• Familiarity with Salesforce or similar CRM.

Responsibilities

• Own the full outbound sales cycle—from prospecting to close—for mid-market merchants.
• Build and manage a high-quality pipeline through targeted campaigns.
• Develop multi-product solutions across Square’s ecosystem for each merchant.
• Partner with Business Development on lead flow and new logo acquisition.
• Conduct discovery, demos, and negotiations with multi-stakeholder teams.
• Act as trusted advisor across BDR, AE, and AM roles as needed.
• Collaborate with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
• Maintain pipeline discipline and accurate forecasting in Salesforce.
• Consistently hit and exceed revenue goals monthly and quarterly.

Skills

5+ years sales experience

BA/BS degree

Exceeding sales targets

Independent deal closing

Business development

Team player

Salesforce experience

Education

BA/BS degree or equivalent

Tools

Salesforce

Job description

Square is seeking a Senior Sales Account Executive for its outbound team to bring Square’s ecosystem to mid-market sellers. You’ll build, shape, and close your own multi-product pipeline, blending hunter instincts with consultative depth and strategic execution.

As an experienced closer, you will thrive in outbound environments, solve meaningful business challenges, and consistently hit ambitious targets while collaborating across Product, Marketing, and Operations to deliver cohesive solutions.