Senior Outbound Mid‑Market Account Executive

Square; Denver (CO); Remote; USD 156,000 - 234,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Family planning support

Job summary

Square is seeking a Senior Sales Account Executive for our Outbound Team to expand our ecosystem with new mid-market sellers across industries. You will own multi-product deals from first touch to final close, blending hunter instincts with consultative depth and strategic execution.

If you’re an experienced closer who thrives in outbound environments and consistently surpasses targets, this role is for you. Expect a fast-paced, high-reward sales environment with cross-functional collaboration.

Qualifications

• 5+ years of sales experience in a full cycle closing role.
• BA/BS degree or relevant experience.
• Proven track record of exceeding sales targets and closing complex multi-product deals.
• Ability to drive deals independently in a fast-paced environment.
• Experience in business development and new logo sourcing.
• Collaborative and team player mentality.
• Prior Salesforce experience or equivalent.

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 for each merchant.
• Partner with Business Development on lead flow and independently drive new logo acquisition.
• Conduct high-impact discovery, demos, and negotiations with multi-stakeholder deals.
• Collaborate with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
• Maintain disciplined pipeline management and forecasting in Salesforce.
• Consistently hit and exceed revenue goals monthly and quarterly.

Job description

Square is seeking a Senior Sales Account Executive for our Outbound Team to expand our ecosystem with new mid-market sellers across industries. You will own multi-product deals from first touch to final close, blending hunter instincts with consultative depth and strategic execution.

If you’re an experienced closer who thrives in outbound environments and consistently surpasses targets, this role is for you. Expect a fast-paced, high-reward sales environment with cross-functional collaboration.