Head of Sales

Summary

Join System1 as an Enterprise Sales Leader to drive significant growth for MapQuest, a leading mapping platform. You will develop and execute a scalable sales strategy, leveraging automation and data-driven insights to expand enterprise partnerships. This highly strategic role requires a scale-oriented mindset and a deep understanding of modern B2B sales processes. You will be responsible for full-cycle enterprise sales, from prospecting to account growth, exceeding growth and budget goals. Successfully, you will build a team around you. System1 offers a dynamic, results-driven environment with competitive compensation and benefits.

Requirements

• 7+ years of enterprise sales experience, with a proven track record of personally driving and exceeding targets in mapping, navigation, or location-based related industries
• Experience developing scalable, repeatable sales processes that drive sustainable revenue growth
• Ability to research, identify, outreach, engage and influence C-level executives, from initial lead generation, communicating complex technical capabilities into clear business value propositions, all combined with the proven ability to close
• Hands-on, data-driven sales leadership —balancing strategic thinking with direct client engagement
• Resilient, high-energy approach with a passion for innovation and a growth mindset

Responsibilities

• Drive Enterprise Revenue Growth: Identify, pursue, and close high-value B2B partnerships, ensuring sustainable ARR growth as an individual contributor and as a leader of a focused team
• Build & Scale the Sales Process: Develop a structured, repeatable, and scalable approach to lead generation, client engagement, and sales execution
• Leverage Sales Automation & AI: Utilize CRM systems (Salesforce) and automation tools to enhance lead generation, optimize engagement, and streamline the sales funnel
• Optimize Market Strategy: Use data-driven insights to refine targeting strategies, unlock new growth opportunities, and remove sales blockers
• Develop & Own Key Relationships: Establish and nurture long-term partnerships with C-level executives and key decision-makers in target industries to drive revenue growth
• Lead Sales Forecasting & Reporting: Own and refine sales forecasting, pipeline management, and reporting to drive business strategy
• Represent MapQuest as an Industry Leader: Engage in thought leadership, attend key industry events, and actively position MapQuest as the go-to enterprise mapping platform

Preferred Qualifications

Understanding of relevant APIs, SDKs, and technical products is a plus

Benefits

• Competitive salary + bonus + equity
• Generous PTO + 11 company holidays
• Open sick time
• 100% covered Medical, Dental, Vision for employees
• 401k with match
• Health & Dependent Care Flex Spending Account
• Paid professional development
• Leadership & growth opportunities
• Virtual company and team building events