Head of Sales, MapQuest

Help Shape the Future of Mapping with MapQuest

In this role, you will lead the development and execution of a scalable sales strategy, leveraging automation, data-driven insights, and targeted outreach to expand enterprise partnerships across key industries, including Transportation & Logistics, Healthcare, Retail, and Government. You’ll be responsible for full-cycle enterprise sales—from prospecting and pipeline development to deal closure and long-term account growth, all with a focus on exceeding growth and budget goals.

This position is highly strategic, requiring a scale-oriented mindset, a deep understanding of modern B2B sales processes, and the ability to leverage technology to optimize and accelerate revenue growth.  In success you will build out a team around you.

Why Join Us?

At System1, you’ll be part of a fast-moving, high-impact team that’s redefining digital mapping and navigation. If you’re a scale-minded sales leader who thrives in a dynamic, results-driven environment, we want to hear from you!

The Role You Will Have:

• 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.

What You Will Bring:

• 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.




• Strong existing relationships that would create immediate sales opportunities that could be translated into new partnerships and revenue streams




• 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.




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

What We Have to Offer:

• 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 

The U.S. base salary range for this full-time position is $180,000 - $250,000 + bonus + equity + benefits. Our salary ranges are determined by role, level, and location. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process. Please note that the compensation details listed in U.S. role postings reflect the base salary only, and do not include bonus, equity, or benefits.

System1’s headquarters is located in Marina del Rey, CA with additional offices in Bellevue, WA and Guelph, ON, Canada. Employees near office locations are returning to the office. Location-specific policies and available accommodations will be discussed during the interview process.

System1 allows fully-remote work in the following approved locations: Arizona, Colorado, Connecticut, Georgia, Hawaii, Missouri, New Jersey, New York, North Carolina, Oregon, Pennsylvania, Tennessee, Texas and Virginia. Prospective U.S. employees who live outside of any of these states will need to establish residency in one of the approved states prior to employment. Reasonable accommodations will be provided as applicable.

Equal Employment Opportunity:

System1 provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

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