Head of Sales, Mid Market
CUBE
full-time
Posted on:
Location Type: Hybrid
Location: New York City • New York • United States
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Job Level
About the role
- 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.
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
B2B salesmid-market sales leadershipsales strategy developmentpipeline managementforecasting accuracyperformance analyticsconsultative sellingnegotiationrelationship managementsales process development
Soft skills
leadershipcoachinggoal settingaccountabilitylearning cultureresults orientationcommunicationdata-driven decision makingcustomer relationship buildingstrategic thinking