Senior Outbound Account Executive - Mid-Market Growth

Square; Dallas (TX); On-site; USD 130,000 - 234,000; Full time

Job summary

Square is re-imagining how mid-market businesses grow. 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. If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business

Qualifications

• 5+ years of sales experience in a full cycle closing role.
• BA/BS degree or relevant experience.
• Demonstrated exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
• The ability to drive deals independently in a fast‑paced, dynamic environment
• Business development experience (e.g. new logo sourcing and acquisition)
• A collaborative and team player mentality
• Prior Salesforce experience or equivalent

Responsibilities

• Own the full outbound sales cycle — prospecting to close — for mid‑market merchants.
• Build and manage a high‑quality pipeline through cold outreach, social selling, campaigns, and outbound strategies.
• 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.
• Collaborate cross‑functionally with Product, Marketing, Implementation, and Operations.
• Maintain disciplined pipeline management and forecasting in Salesforce.
• Consistently hit and exceed revenue goals — monthly and quarterly.

Skills

Full cycle closing

Independent deal driving

Sales targets achievement

Salesforce experience

Collaboration

Education

BA/BS degree or relevant experience

Job description

Square is re-imagining how mid-market businesses grow. 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. If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business