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.
Key Responsibilities- New Logo Acquisition
- 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 300K 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 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
- Market Development
- 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
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 300M+ 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%
Desired Qualifications- 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
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.
