Head of Sales, Americas & Canada East (RegTech)

Location: Hybrid in New York; must be based in or willing to relocate to New York or Boston. Regional travel of 30–40% is expected.

Company

hirify.global is a global RegTech product company providing AI-powered SaaS solutions for regulatory intelligence and compliance in financial services.

What you will do

• Drive new enterprise logo acquisition across major US and Canadian banks, asset managers, insurers, and specialty finance firms.
• Lead complex, multi-stakeholder sales cycles and build relationships with CRO, CCO, Chief Compliance Officer, procurement, and other executive stakeholders.
• Own regional expansion targets of 130–140% net revenue retention through upsell, cross-sell, renewals, and expansion into new business lines and jurisdictions.
• Recruit, develop, and retain a high-performing regional sales team while establishing territory plans, sales methodology, pipeline discipline, and accurate forecasting.
• Collaborate with Solutions Engineering, Customer Success, Product, and Marketing to win complex deals and generate regional demand.
• Develop expertise in US and Canadian regulatory priorities and contribute market intelligence to partnerships, product strategy, and go-to-market planning.

Requirements

• 10+ years of enterprise software sales experience, including at least 3 years in a regional leadership role.
• Consistent quota attainment against annual targets of £5M or more.
• Proven success selling to major US and Canadian financial institutions at senior stakeholder level.
• Experience managing complex, multi-threaded sales cycles lasting 6–18 months.
• Strong understanding of regulatory compliance, risk management, or financial services technology.
• Must be based in or willing to relocate to New York or Boston; willingness to travel regionally 30–40%.

Nice to have

• RegTech, FinTech, or compliance software experience.
• Senior relationships across Tier 1 US financial institutions.
• Experience selling to Chief Compliance Officer, Chief Risk Officer, or Chief Legal Officer organizations.
• Knowledge of Dodd-Frank, SEC, FINRA, OSFI, and FHFA frameworks.
• Experience with acquisition-integrated product portfolios, migration sales motions, and team building in a high-growth private equity-backed environment.

Culture & Benefits

• Work within a globally distributed organization of more than 700 employees across 19 countries.
• Join a high-growth RegTech company serving leading financial institutions.
• Operate in a collaborative, ownership-driven culture focused on professional development and ambitious execution.
• Collaborate with AI research and engineering specialists developing regulatory compliance solutions.
• Inclusive equal opportunity environment with an emphasis on diversity and collaboration.