Hybrid Head of Sales, Mid Market

Posted last week

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About the role

  • Leading the mid-market sales team for a RegTech organization focused on financial solutions. Responsible for strategy formulation, execution, and driving revenue growth in a dynamic environment.

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.

Requirements

  • 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.

Benefits

  • Diversity, collaboration, and purpose are the heartbeat of our success.

Job title

Head of Sales, Mid Market

Job type

Experience level

Lead

Salary

Not specified

Degree requirement

Bachelor's Degree

Location requirements

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