Role Overview
As an Enterprise Account Executive, you will be the tip of the spear for Square’s most strategic, high‑value deals. You’ll navigate multi‑threaded sales cycles with executive stakeholders, handle technical integrations, and align cross‑functional teams. This senior enterprise seller owns the full deal lifecycle—from cold outreach to signed contract— and thrives on complex, high‑value negotiations.
Responsibilities
- Craft and lead a sophisticated, insight‑led sales narrative tailored to client priorities; identify entry points, map stakeholder influence, and build compelling business cases with clear ROI.
- Own the full sales cycle: prospect, discover, negotiate, and close while managing pipeline precision and maintaining momentum.
- Lead technical, complex sales cycles by partnering closely with Solutions Engineering to scope platform requirements and API integrations; translate technical concepts into executive‑friendly language.
- Orchestrate internal alignment across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management to eliminate blockers and maintain unified progress.
- Represent Square at the highest level—C‑suite meetings, industry conferences, and technical working sessions—demonstrating polished executive presence.
- Build and maintain Square’s enterprise network through industry events, trade shows, and networking functions; nurture lasting relationships with senior leaders at leading brands and platform partners.
- Act as a multiplier for the business by channeling customer voice internally to influence product roadmaps and go‑to‑market strategy; leverage AI tools to sharpen research, automate workflows, and increase output.
Qualifications
- 8+ years of enterprise sales experience, closing complex, high‑value deals with end‑to‑end ownership.
- Deep experience in technical sales cycles; fluent conversations around API integrations, custom development, and platform configuration; natural collaboration with Solutions Engineering.
- Proven ability to orchestrate multi‑stakeholder deals both internally and externally, with strong communication, follow‑through, and organizational discipline.
- Executive presence that shines in C‑suite boardrooms, conference stages, and technical discovery calls.
- Experience selling a complex ecosystem of SaaS or fintech products, preferably in payments or commerce.
- Ability to operate independently in a fast‑paced, ambiguous environment without waiting for direction.
- Talent for translating complexity into clarity—simplify technical integration for a CFO or structure ambiguous problems for stakeholders.
- BA/BS degree or equivalent professional experience.
- Willingness to travel ~40 % of the time.
Benefits
- Remote work flexibility
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning resources
EEO Statement
Block is a proud equal‑opportunity employer. We evaluate all employees and job applicants consistently, based solely on the core competencies required for the role, and without regard to any legally protected class. We are committed to an inclusive interview experience and provide reasonable accommodations to disabled applicants throughout the recruitment process.
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