Head of Sales, Mid Market jobs in United States
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CUBE · 1 day ago

Head of Sales, Mid Market

CUBE is a global RegTech business defining and implementing the gold standard of regulatory intelligence for the financial services industry. The Head of Mid-Market Sales will be responsible for acquiring and expanding relationships with financial services firms, driving pipeline development, and building a high-performing sales team.

Artificial Intelligence (AI)ComplianceFinancial ServicesFinTechInformation TechnologyMachine LearningRisk Management

Responsibilities

Develop and implement a scalable sales strategy tailored to the mid-market segment, driving consistent revenue growth
Recruit, lead, and coach a high-performing mid-market sales team. Establish clear goals, KPIs, and foster a culture of accountability, learning, and results
Oversee the full sales cycle for mid-market clients—from prospecting to proposal development, negotiation, and closing
Ensure team is building and maintaining strong relationships with senior decision-makers at mid-market firms to drive long-term value and retention
Work closely with Marketing, Product, and Customer Success to align on customer needs, competitive positioning, and go-to-market execution
Deliver accurate pipeline forecasting and sales performance reporting to senior leadership
Stay close to industry trends, customer feedback, and competitor activity to continuously refine sales strategy

Qualification

B2B sales experienceMid-market sales leadershipRegTech solutions salesSales team leadershipConsultative sellingPipeline managementSales technology stacksRelationship managementData-driven approachNegotiation skills

Required

6+ years of B2B sales experience, including 3+ years in a mid-market sales leadership role within financial services technology
Demonstrated success selling RegTech or adjacent compliance, risk, or governance solutions to mid-market financial institutions (e.g., banks, fintechs, asset managers, payments, or insurance firms)
Proven ability to acquire, expand, and retain mid-market financial services accounts, with a strong understanding of regulatory drivers such as AML, KYC, sanctions, transaction monitoring, reporting, and audit requirements
Consistent track record of exceeding revenue targets, with hands-on ownership of full-cycle complex sales involving compliance, risk, legal, and executive stakeholders
Experience scaling and leading sales teams in high-growth RegTech or SaaS environments, including building repeatable sales processes, playbooks, and forecasting discipline
Strong consultative selling, negotiation, and relationship-management skills, with the ability to translate regulatory pain points into clear business value
Highly data-driven, with advanced skills in pipeline management, forecasting accuracy, and performance analytics
Deep familiarity with modern sales technology stacks, including CRM and revenue tools such as Salesforce, HubSpot, Outreach, Gong, and related enablement platforms

Company

CUBE

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CUBE is a global RegTech provider empowering regulated financial institutions to meet compliance challenges head on.

Funding

Current Stage
Late Stage
Total Funding
unknown
Key Investors
HgBregal Milestone
2024-03-20Private Equity
2024-03-20Acquired
2022-10-11Private Equity

Leadership Team

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Ben Richmond
Founder & CEO
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Barry Sage
Global Service Operations Director
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Company data provided by crunchbase