Enterprise Account Executive: Strategic SaaS Deals

Square; New York (NY); On-site; USD 263,000 - 395,000; Full time

Job summary

Square, a leader in commerce and payments, is seeking an Enterprise Account Executive in New York. You will lead high-value deals and navigate multi-threaded sales cycles with executive stakeholders, from initial outreach to signed contracts.

You'll work with Solutions Engineering to scope platform requirements, translate complex technical concepts for C-suite audiences, and drive cross-functional alignment across Finance, Legal, Risk, and Product. Travel ~40% is required.

Qualifications

• 8+ years of enterprise sales experience.
• Experience with API integrations and solutions engineering.
• Ability to orchestrate multi-stakeholder deals.
• Executive presence for C-suite interactions.
• Experience selling SaaS or fintech products.
• Ability to work independently in a fast-paced environment.
• BA/BS degree or equivalent.
• Willingness to travel ~40%.

Responsibilities

• Craft and lead deal strategy with ROI-focused narratives.
• Own the full sales cycle from prospecting to close.
• Lead technical cycles with Solutions Engineering for API integrations.
• Orchestrate cross-functional alignment across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management.
• Represent Square in C-suite meetings and at industry events.
• Build enterprise network at events and with platform partners.
• Be a multiplier by feeding customer insights into product roadmaps and GTM.

Skills

Enterprise sales

Executive presence

API integrations

Multi-stakeholder deals

SaaS / fintech

Independent work

Education

BA/BS or equivalent

Job description

Square, a leader in commerce and payments, is seeking an Enterprise Account Executive in New York. You will lead high-value deals and navigate multi-threaded sales cycles with executive stakeholders, from initial outreach to signed contracts.

You'll work with Solutions Engineering to scope platform requirements, translate complex technical concepts for C-suite audiences, and drive cross-functional alignment across Finance, Legal, Risk, and Product. Travel ~40% is required.