Senior Outbound Account Executive, Mid-Market (Remote)

Square; Nashville (TN); Remote; USD 145,000 - 218,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Family planning assistance

Job summary

Square is seeking a Senior Sales Account Executive to drive outbound, close multi-product deals, and own the full sales cycle for mid-market merchants. You will build a high-quality pipeline through proactive outreach and create tailored solutions across Square’s ecosystem.

Ideal candidates excel in outbound environments, consistently hit ambitious targets, and collaborate across Product, Marketing, Implementation, and Operations to deliver cohesive solutions.

Qualifications

• 5+ years of sales experience in a full cycle closing role.
• Demonstrated exceeding sales targets and closing complex deals.
• Ability to drive deals independently in a fast-paced environment.

Responsibilities

• Own the full outbound sales cycle from prospecting to close for mid-market merchants.
• Build and manage a high-quality pipeline through cold outreach and campaigns.
• Develop multi-product solutions across Square’s ecosystem tailored to each merchant.
• Collaborate with BDR, AE, and AM to drive net-new logo acquisition.

Skills

Sales experience

Full cycle

Outbound selling

Pipeline management

Cross-functional

Education

BA/BS degree

Tools

Salesforce

Job description

Square is seeking a Senior Sales Account Executive to drive outbound, close multi-product deals, and own the full sales cycle for mid-market merchants. You will build a high-quality pipeline through proactive outreach and create tailored solutions across Square’s ecosystem.

Ideal candidates excel in outbound environments, consistently hit ambitious targets, and collaborate across Product, Marketing, Implementation, and Operations to deliver cohesive solutions.