# Enterprise Account Executive

**Company:** [Square](https://hotfix.jobs/companies/square)
**Location:** Remote
**Role:** Account Executive
**Salary:** $123k – $217k/yr
**Experience:** 8+ years
**Skills:** Enterprise Sales, SaaS Sales, Fintech Sales, API Integrations, Solutions Engineering, Pipeline Management, Deal Strategy, C-Suite Engagement, Cross-Functional Collaboration, Technical Sales
**Posted:** 2026-06-16

> Enterprise Account Executive responsible for leading complex, high-value sales cycles from prospecting to close, partnering with Solutions Engineering on technical integrations, and orchestrating cross-functional internal teams.

## Job Description

## You Will

- Craft and Lead Deal Strategy: Develop sophisticated, insight-led sales narratives tailored to client business priorities. Identify the right entry points, map stakeholder influence, and build compelling business cases that create clear ROI.
- Own the Full Sales Cycle: Manage your pipeline end-to-end with precision — from prospecting and discovery through negotiation and close — qualifying rigorously and driving momentum at every stage.
- Lead Technical, Complex Sales Cycles: Partner closely with Solutions Engineering to scope platform requirements and API integrations. Translate deeply technical concepts into language that resonates with executive decision-makers.
- Orchestrate Internal Alignment: Quarterback cross-functional stakeholders across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management — proactively surfacing blockers and ensuring alignment.
- Represent Square at the Highest Level: Represent Square in C-suite meetings, on stage at industry conferences, or in working sessions with a prospect's technical team.
- Build Block's Enterprise Network: Represent Square at industry events, trade shows, and networking functions; develop lasting relationships with senior leaders at leading brands and platform partners.
- Be a Multiplier for the Business: Channel the voice of the customer internally to influence product roadmaps and go-to-market strategy; apply AI tools to sharpen research, automate workflows, and increase output.

## You Have

- 8+ years of enterprise sales experience, with a track record of closing complex, high-value deals with end-to-end ownership.
- Deep experience in technical sales cycles — fluent in conversations involving API integrations, custom development, and platform configuration; collaborate naturally with Solutions Engineering teams.
- Proven ability to orchestrate multi-stakeholder deals — internally and externally — with exceptional communication, follow-through, and organizational discipline.
- Executive presence that's equally at home on a conference stage, in a C-suite boardroom, or on a discovery call with a technical champion.
- Experience selling a complex ecosystem of SaaS or fintech products, ideally in payments, commerce, or adjacent verticals.
- Ability to operate independently in a fast-paced, ambiguous environment.
- Talent for translating complexity into clarity — simplifying a technical integration for a CFO or structuring an ambiguous problem for an internal stakeholder.
- BA/BS degree or equivalent professional experience.
- Willingness to travel ~40%.

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