As an Enterprise Account Executive at Square, you will spearhead high-value deals for strategic clients by crafting sophisticated sales strategies and leading complex technical sales cycles. You’ll manage the full sales process from prospecting to closing, collaborating with cross-functional teams like Solutions Engineering, Finance, and Legal to ensure alignment and success. This role requires 8+ years of enterprise sales experience, fluency in API integrations, and the ability to communicate effectively at all levels, including C-suite meetings and industry conferences. Ideal candidates have a background in SaaS or fintech, particularly in payments and commerce, and can operate independently in a fast-paced environment while translating technical concepts into clear business cases for executive stakeholders.
Craft and lead deal strategy by developing tailored sales narratives for high-value clients.
Own the full sales cycle from prospecting to closing complex deals with precision.
Lead technical sales cycles involving API integrations and custom development projects.
Orchestrate internal alignment across Finance, Legal, Risk, Product, and Solutions Engineering teams.
Represent Square at C-suite meetings and industry events with polished executive presence.
What we're looking for
8+ years of enterprise sales experience with a proven track record in complex deals.
Deep expertise in technical sales cycles and fluency in API integrations and custom development.
Proven ability to manage multi-stakeholder deals with strong communication and organizational skills.
Executive presence suitable for high-level meetings, conferences, and discovery calls.
Experience selling SaaS or fintech products, particularly in payments or commerce sectors.
Ability to operate independently in a fast-paced environment without constant direction.
Market check
Salary context
This
$263,300–$395,400
range sits above
92%
of similar postings on FindRole.
Peer median band
$161,000–$234,200
Median floor and ceiling across peers.
Typical midpoint (25–75%)
$153,075–$246,150
Middle half of comparable postings.
Based on 238 comparable postings.*
* 240 is the maximum number of comparable postings sampled.
Employer
About Block
Block, Inc. (formerly Square) is a financial technology company operating the Square merchant payments ecosystem, Cash App peer-to-peer payments, TIDAL music streaming, and Bitcoin-focused financial services. Industry: Financial Technology & Payments
Block currently has
43 open roles
on FindRole.
Listed pay typically runs
$180,000–$270,000
across 42 roles with salary data.