Strategic Outbound AE for SMB & Mid‑Market Growth

Square; Greater London; Hybrid; GBP 60,000 - 100,000; Full time

Benefits offered by this job

Remote work options

Medical insurance

Retirement savings plan

Job summary

Square is seeking a Senior Sales Account Executive on the Outbound Team to 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 challenges, and consistently delivers against

Qualifications

• Full-cycle B2B sales experience with quota achievement.
• Outbound prospecting and net-new business creation (SaaS/fintech preferred).
• Experience closing complex, multi-threaded deals with longer sales cycles.
• Ability to build pipeline from scratch using targeted outreach.
• Exceptional communication, presentation, and negotiation skills.
• Strong consultative selling—diagnose problems and map solutions.
• Hunter mindset, resilient and driven to win.
• Ability to work independently while contributing to a team.
• Advanced proficiency with Salesforce and modern sales tools.
• BA/BS degree or equivalent experience.

Responsibilities

• Own the full outbound sales cycle from prospecting to close for SMB and 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 while driving net-new logos.
• Conduct high-impact discovery, demos, and negotiations across deals.
• Act as a consultant and trusted advisor across BDR, AE, and AM roles.
• Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
• Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
• Consistently hit and exceed monthly and quarterly revenue goals.

Skills

Full-cycle B2B sales

Outbound prospecting

Closing complex deals

Pipeline building

Communication & negotiation

Consultative selling

Hunter mindset

Independent work

Salesforce expertise

BA/BS degree or equivalent

Education

BA/BS degree or equivalent

Tools

Salesforce

Job description

Square is seeking a Senior Sales Account Executive on the Outbound Team to 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 challenges, and consistently delivers against