Senior Outbound Account Executive - Mid-Market Growth

Square; Seattle (WA); On-site; USD 120,000 - 150,000; Full time

Job summary

Square is helping mid-market businesses grow by delivering integrated, omnichannel solutions. 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.

Qualifications

• 5+ years of sales experience in a full cycle closing role.
• BA/BS degree or relevant experience.
• Proven exceeding sales targets in a diverse product ecosystem.
• Ability to drive deals independently in a fast-paced environment.
• Business development experience (new logo sourcing).
• Collaborative, team-oriented mindset.
• Prior Salesforce experience or equivalent.

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.
• Develop multi-product solutions across Square's ecosystem tailored to each merchant's needs.
• Partner with Business Development on lead flow while independently driving net-new logo acquisition.
• Conduct high-impact discovery, demos, and negotiations with multi-stakeholder deals.
• Act as a consultant and trusted advisor across BDR, AE, and AM responsibilities when needed.
• Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
• Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
• Consistently hit and exceed revenue goals monthly and quarterly.

Skills

Full cycle closing

Outbound sales

Pipeline management

Consultative selling

Negotiation

Salesforce

Education

BA/BS degree

Tools

Salesforce

Job description

Square is helping mid-market businesses grow by delivering integrated, omnichannel solutions. 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.