Head of Sales, Americas East

CUBE•New York, NY

3d•Hybrid

About The Position

CUBE is 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. The Head of Sales, Americas & Canada East 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 individual contributor and team leadership role, sitting on the global sales leadership team and reporting directly to the Chief Sales Officer. The region represents one of CUBE's most significant growth opportunities - major US financial institutions are under increasing regulatory pressure, and our consolidation story (replacing multiple legacy vendors with a single intelligent platform) is a compelling proposition at the C-suite level.

Requirements

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
Experience managing complex, multi-threaded sales cycles of 6-18 months
Strong understanding of regulatory compliance, risk management, or financial services technology
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%

Nice To Haves

RegTech, FinTech, or compliance software background
Existing senior relationships across Tier 1 US financial institutions (bulge bracket banks, major asset managers, large insurers)
Experience selling into Chief Compliance Officer, Chief Risk Officer, or Chief Legal Officer organizations
Familiarity with US and Canadian regulatory frameworks (Dodd-Frank, SEC, FINRA, OSFI, FHFA)
Experience with acquisition-integrated product portfolios and migration sales motions
Track record of building teams in a high-growth, private equity-backed environment

Responsibilities

Drive net new enterprise logo acquisition across major US and Canadian financial institutions
Build and execute a structured outbound motion targeting Tier 1 and Tier 2 banks, asset managers, insurance companies, and specialty finance firms
Lead complex, multi-stakeholder sales cycles from initial engagement through to signed contract
Develop relationships at CRO, CCO, Chief Compliance Officer, and procurement level
Target minimum £200K ACV per new logo with clear path to seven-figure 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
Recruit, develop, and retain a high-performing regional sales team
Build structured territory and account plans across the region
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
Develop deep knowledge of the US and Canadian regulatory landscape and compliance priorities across banking, asset management, and insurance
Build CUBE's profile in the region 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