VP, Enterprise Sales

LegitScript•Portland, OR

35d

About The Position

At LegitScript, we are passionate about making the internet and payment ecosystems safer and more transparent. We help companies of all sizes keep their services legal and safe for consumers. To do this, LegitScript combines big data with the world's leading team of experts skilled in highly regulated and complex sectors, including transaction laundering detection, pharmaceuticals, online gambling, and more. The result? Unmatched accuracy and deep risk analysis that identifies which commercial entities play by the rules, and which do not. Our diverse industry partnerships provide unique insights that keep businesses and governments at the forefront of emerging trends. That's why LegitScript is trusted by the world's largest search engines, internet platforms, payment companies, and regulatory agencies. Overview: The Vice President of Enterprise Sales will lead LegitScript's enterprise sales organization into its next phase of accelerated growth. This Sales leader will play a pivotal role in defining the go-to-market strategy, scaling enterprise revenue, and expanding market presence across verticals. Working closely with the Chief Revenue Officer, this leader will foster a performance-driven culture anchored in accountability, customer value, and sustainable growth. The role requires a seasoned enterprise sales manager who can combine tactical execution with operational discipline - someone equally adept at leading high-performing teams and personally engaging with enterprise prospects to advance complex, consultative solutions.

Requirements

10+ years of progressive sales leadership within B2B SaaS, fintech, or compliance technology. Ideal ICP selling into Chief Risk Officers and Trust & Safety Teams.
Demonstrated success scaling revenue from ~$50M to $100M+ ARR.
Deep experience in enterprise sales motions - both inbound and outbound - with a proven record in complex, multi-stakeholder deals.
Strong history of collaboration with marketing, product, and operations functions to achieve growth targets.
Strategic thinker who combines vision, analytics, and disciplined execution.
Exceptional communicator and relationship builder with C-level clients.
Data-driven leader comfortable managing through metrics, forecasting, and accountability.
Strong understanding of compliance-driven industries (payments or risk management preferred).
Bachelor's degree or equivalent experience required; advanced degree preferred.

Responsibilities

Develop and execute a comprehensive sales strategy aligned with company goals for our Merchant Risk Intelligence products.
Set annual and quarterly revenue targets, ensuring consistent achievement across business lines.
Partner with the CRO, Product and Marketing leadership to drive integrated go-to-market initiatives and strengthen pipeline health.
Identify and pursue new market segments, verticals, and strategic partnerships.
Recruit, mentor, and inspire a world-class team of Enterprise Account Executives & BDRs.
Cultivate a culture of performance, accountability, and collaboration that rewards results and customer-centric selling.
Implement scalable sales methodologies, playbooks, and enablement tools to drive consistent execution.
Build trusted executive relationships with key enterprise prospects and partners.
Serve as the customer advocate within LegitScript - influencing product innovation and service delivery.
Represent LegitScript at industry events, panels, and client forums as a thought leader in compliance intelligence and risk management.
Drive accurate forecasting, pipeline visibility, and data-driven decision-making in partnership with Finance and Operations.
Oversee & Lead GTM Prospect Campaigns to increase sales performance.