Senior Outbound Account Executive, Mid-Market (Remote)

Square; Salt Lake City (UT); Remote; USD 184,000 - 253,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Job summary

Square is seeking a Senior Sales Account Executive to lead outbound, multi-product deals with mid-market merchants. You’ll own the full outbound cycle—from prospecting to close—build a high-quality pipeline, and tailor solutions across Square’s ecosystem.

You’ll partner with BD and collaborate with Product, Marketing, Implementation, and Operations to close complex deals. Ideal candidates have 6+ years in full-cycle sales, a BA/BS, proven quota attainment, and Salesforce experience.

Qualifications

• 6+ years of sales experience in a full cycle closing role.
• BA/BS degree or relevant experience.
• Demonstrated exceeding sales targets and closing complex deals.
• Ability to drive deals independently in a fast-paced environment.
• Business development experience (new logo sourcing).
• Collaborative and team-player mentality with Salesforce experience.

Responsibilities

• Own the full outbound sales cycle from prospecting to close for mid-market merchants.
• Build and manage a high-quality pipeline via cold outreach and campaigns.
• Develop multi-product solutions across Square's ecosystem.
• Partner with Business Development on lead flow and net-new logos.
• Conduct high-impact discovery, demos, and negotiations.
• Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
• Maintain disciplined pipeline management and forecasting in Salesforce.
• Consistently hit and exceed monthly and quarterly revenue targets.

Skills

Full-cycle sales

Outbound sales

Pipeline management

Consultative selling

Cross-functional collaboration

Salesforce

Education

BA/BS degree or relevant experience

Tools

Salesforce

Job description

Square is seeking a Senior Sales Account Executive to lead outbound, multi-product deals with mid-market merchants. You’ll own the full outbound cycle—from prospecting to close—build a high-quality pipeline, and tailor solutions across Square’s ecosystem.

You’ll partner with BD and collaborate with Product, Marketing, Implementation, and Operations to close complex deals. Ideal candidates have 6+ years in full-cycle sales, a BA/BS, proven quota attainment, and Salesforce experience.