Enterprise Account Executive, Remote UK

Overview

As an Enterprise Account Executive, you will lead high-value, multi-threaded deals for Square, guiding the full sales cycle from initial outreach to signing. You will collaborate with cross-functional teams to tailor complex, ROI-driven narratives for executive stakeholders and translate technical requirements into compelling business value. You’ll operate in a fast-paced, upmarket environment, representing Square at the highest levels and shaping enterprise sales strategies. This role offers impact across strategic partnerships, ecosystem integration, and product go-to-market decisions.

Pay / Benefits

• remote work
• medical insurance
• flexible time off
• retirement savings plans
• modern family planning
• inclusive workplace advantage

Responsibilities

• Develop entry points and business cases aligned with client priorities
• Own end-to-end sales cycle from discovery to close
• Lead with Solutions Engineering on API integrations and platform requirements
• Align cross-functional stakeholders across Finance, Legal, Risk, Product, and Account Management
• Represent Square in executive settings and industry events
• Build and nurture relationships with senior leaders and partners
• Influence product roadmaps and GTM strategy using customer insights

Key requirements

• 8+ years in enterprise sales with a track record of closing complex deals
• Experience in technical sales cycles with API integrations and platform configuration
• Proven ability to manage multi-stakeholder deals and maintain strong communication
• Executive presence in C-suite or large conference settings
• Experience selling SaaS/fintech ecosystems, preferably payments or commerce
• Ability to operate independently in fast-paced, ambiguous environments
• BA/BS or equivalent professional experience
• Willingness to travel ~40%

• strong communication
• cross-functional collaboration
• organizational discipline
• API integrations
• solutions engineering collaboration
• complex deal orchestration

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