Enterprise Account Executive, Remote US

Block•Denver, CO

3d•$224,100 - $395,400•Remote

About The Position

Since opening its doors in 2009, Square has evolved to meet the changing needs of commerce. Initially enabling anyone to take payments, Square expanded into integrated, omnichannel software solutions for inventory management, buy now pay later, appointment booking, customer engagement, and staff hiring and payment. Financial services tools are embedded at the point of sale, offering merchants access to business loans and cash flow management in one place. Afterpay further enhances Square's goal of providing omnichannel tools that unlock value and growth, helping sellers capture new shoppers, increase order sizes, and compete at a larger scale. Square partners with sellers of all sizes, from large enterprise businesses to small startups, and supports merchants who have grown with the company. There is a significant opportunity to build a lasting business and help sellers worldwide do the same.

Requirements

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, including conversations involving API integrations, custom development, and platform configuration, with natural collaboration with Solutions Engineering teams.
Proven ability to orchestrate multi-stakeholder deals, both internally and externally, with exceptional communication, follow-through, and organizational discipline.
Executive presence suitable for conference stages, C-suite boardrooms, or technical discovery calls.
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 technical integrations for finance executives or structuring ambiguous problems for internal stakeholders.
A BA/BS degree or equivalent professional experience.
Willingness to travel ~40%.

Responsibilities

Craft and Lead Deal Strategy: Develop sophisticated, insight-led sales narratives tailored to client business priorities, identify entry points, map stakeholder influence, and build compelling business cases that create clear ROI.
Own the Full Sales Cycle: Manage pipeline end-to-end, from prospecting and discovery through negotiation and close, qualifying rigorously and driving momentum at every stage.
Lead Technical, Complex Sales Cycles: Partner with Solutions Engineering to scope platform requirements and API integrations, translating technical concepts for executive decision-makers and bringing in experts when needed.
Orchestrate Internal Alignment: Coordinate cross-functional stakeholders across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management, surfacing blockers, resolving ambiguity, and ensuring alignment.
Represent Square at the Highest Level: Represent Square in C-suite meetings, industry conferences, and technical working sessions with executive presence.
Build Block's Enterprise Network: Represent Square at industry events, trade shows, and networking functions, developing relationships with senior leaders at leading brands and platform partners.
Be a Multiplier for the Business: Channel customer feedback internally to influence product roadmaps and go-to-market strategy; apply AI tools for research, workflow automation, and increased output.