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Head of Enterprise Sales, Americas

CUBE· Sales
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Hybrid (New York)Full-timePosted 2mo ago

About the role

Senior regional sales leader responsible for all commercial outcomes in North America, balancing new logo acquisition and enterprise expansion, reporting to the Chief Sales Officer and sitting on the global sales leadership team.

Responsibilities

  • 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 — transitioning from inbound-led to a disciplined outbound engine
  • Partner with the BDR function 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
  • 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 sales team across North America
  • Drive a culture of outbound excellence and create repeatable sales methodology and pipeline discipline
  • Elevate engagement with senior stakeholders including CRO and CCO
  • Build territory and account plans for US and Canada
  • Maintain Salesforce hygiene and accurate forecasting for reporting
  • Collaborate with Solutions Engineering, Customer Success, and Product to win complex deals
  • Develop deep knowledge of the US and Canadian financial services landscape
  • Build CUBE's profile through events, roundtables, and partnerships
  • Partner with Marketing on demand generation and thought leadership
  • Contribute regional intelligence to inform product roadmap and GTM strategy

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%

Skills

Required:Enterprise software salesNew logo acquisitionOutbound sales motion

Benefits

  • CUBE is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Last updated Sep 2, 2026. Interested? Apply on the company site.

About CUBE

Transforming Regulatory Compliance | Reduce Risk & Increase Efficiency with our Compliance Automation Solutions

CUBE offers automated regulatory intelligence solutions & services for global compliance, helping enterprises & midmarket businesses manage regulatory change.

regulatorycomplianceAIregtechregulatory change management
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