Head of Enterprise Sales, Americas
Cube · New York City
CUBE are a global RegTech business defining and implementing the gold standard of regulatory intelligence for the financial services industry. We deliver our services through intuitive SaaS solutions, powered by AI, to simplify the complex and everchanging world of compliance for our clients.
Why us?
🌍 CUBE is a globally recognized brand at the forefront of Regulatory Technology. Our industry-leading SaaS solutions are trusted by the world’s top financial institutions globally.
🚀 In 2024, we achieved over 50% growth, both organically and through two strategic acquisitions. We’re a fast-paced, high-performing team that thrives on pushing boundaries—continuously evolving our products, services, and operations. At CUBE, we don’t just keep up we stay ahead.
🌱 We believe our future is built by bold, ambitious individuals who are driven to make a real difference. Our “make it happen” culture empowers you to take ownership of your career and accelerate your personal and professional development from day one.
🌐 With over 700 CUBERs across 19 countries spanning EMEA, the Americas, and APAC, we operate as one team with a shared mission to transform regulatory compliance. Diversity, collaboration, and purpose are the heartbeat of our success.
💡 We were among the first to harness the power of AI in regulatory intelligence, and we continue to lead with our cutting-edge technology. At CUBE, You will work alongside some of the brightest minds in AI research and engineering in developing impactful solutions that are reshaping the world of regulatory compliance.
Overview
The Head of Enterprise Sales, North America will own all commercial outcomes across the region, with a mandate split equally between expanding our existing enterprise footprint and aggressively acquiring new logos. This is a senior team leadership role, sitting on the global sales leadership team and reporting directly to the Chief Sales Officer.
CUBE is the market leader in regulatory intelligence, already trusted by a significant number of the world's largest financial institutions. North America is our number one market — and there is still substantial headroom to grow. Major US and Canadian banks, asset managers, and insurers continue to face mounting regulatory pressure, and our consolidation story (replacing multiple legacy vendors with a single intelligent platform) resonates strongly at C-suite level. Beyond financial services, we are expanding into large enterprise technology accounts, and this leader will play a central role in building that presence alongside our core FS base.
Key Responsibilities
New Logo Acquisition
Drive net new enterprise logo acquisition with a primary focus on major US and Canadian financial institutions — Tier 1 and Tier 2 banks, asset managers, insurance companies, and specialty finance firms — and a secondary focus on large enterprise technology companies
Build and execute a structured outbound motion — this team is transitioning from inbound-led to a disciplined outbound engine, and this leader will be central to making that shift
Partner with the BDR function (sitting within Marketing) to drive top-of-funnel pipeline at scale
Lead complex, multi-stakeholder sales cycles from initial engagement through to signed contract
Develop and deepen relationships at CRO, CCO, and procurement level across target accounts
Target minimum £200K ACV per new logo with clear path to seven-figure expansion
Enterprise Expansion
Own NRR targets of 130-140% across the regional book of business
Partner with Customer Success to identify and execute upsell and cross-sell opportunities across CUBE's full product suite
Drive expansion of existing accounts into new business lines, jurisdictions, and user groups
Lead commercial negotiations on renewal and expansion agreements at enterprise level
Team Leadership
Recruit, develop, and retain a high-performing sales team across the full North America region
Drive a culture of outbound excellence — building the habits, cadences, and accountability structures that shift the team from reactive to proactive
Elevate the team's ability to engage and influence at senior stakeholder level, including CRO and CCO
Build structured territory and account plans covering both the US and Canada
Establish repeatable sales methodology and rigorous pipeline discipline
Maintain clean Salesforce hygiene and accurate forecasting for weekly and quarterly reporting
Collaborate closely with Solutions Engineering, Customer Success, and Product to win complex deals
Market Development
Develop deep knowledge of the US and Canadian financial services landscape across banking, asset management, and insurance
Build CUBE's profile across North America through events, roundtables, and strategic partnerships
Partner with Marketing on demand generation and thought leadership initiatives
Contribute regional intelligence to inform product roadmap and GTM strategy
Required Qualifications
10+ years enterprise software sales experience, with at least 3 years in a regional leadership role
Proven track record of consistent quota attainment at £5M+ annual targets
Demonstrated success selling into major US and Canadian financial institutions at senior stakeholder level — C-suite engagement (CRO, CCO, CEO) is essential
Experience building and leading outbound sales motions, including partnership with BDR teams and structured prospecting programmes
Experience managing complex, multi-threaded sales cycles of 6-18 months
Track record of both new logo acquisition and account expansion in the same role
Exceptional executive presence and C-suite communication skills
Based in or willing to relocate to New York or Boston; willingness to travel regionally 30-40%
Desired Qualifications
Experience selling into large enterprise technology companies (hyperscalers, global tech firms) in addition to financial services
Strong understanding of regulatory compliance, risk management, or financial services technology
Existing senior relationships across Tier 1 US and Canadian financial institutions (bulge bracket banks, major asset managers, large insurers)
Experience selling into Chief Compliance Officer, Chief Risk Officer, or Chief Legal Officer organisations
Familiarity with US and Canadian regulatory frameworks (Dodd-Frank, SEC, FINRA, OSFI, FHFA)
RegTech, FinTech, or compliance software background
Experience with acquisition-integrated product portfolios and migration sales motions
Track record of building teams in a high-growth, private equity-backed environment
Interested?
If you are passionate about leveraging technology to transform regulatory compliance and meet the qualifications outlined above, we invite you to apply. Please submit your resume detailing your relevant experience and interest in CUBE.
CUBE is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
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