About the role:
MapQuest has been a household name for 30 years. What most people do not know is that we also run an enterprise mapping platform used by companies like Verizon, Walgreens, Hertz, Quest Diagnostics and the USDA for geocoding, routing, address validation, and map tiles at scale. We are building that B2B business into the growth engine of our parent company, System1.
This is a director-level, full-cycle, net-new enterprise sales role (individual contributor). You will own a set of verticals, build your own pipeline, and close deals with CTOs and VPs of Engineering who are paying too much for Google Maps, Mapbox, etc. You will work directly with the VP of Sales and a dedicated Solutions Architect, and you will have the attention of company leadership, because this business is a priority.
Please note this role is a remote role, and can work in the following states: Connecticut, Georgia, Illinois, Massachusetts, Missouri, New Jersey, New York, North Carolina, Ohio, Oklahoma, Pennsylvania, Tennessee, Texas, Virginia.
What you will do:
• Own one or more verticals (fleet and telematics, logistics and delivery, healthcare, insurance, telecom, retail, or field-service SaaS) and build net-new pipeline through outbound prospecting.
• Run the full enterprise sales cycle: discovery, technical qualification, commercial structure, procurement, close.
• Partner with our Solutions Architect on benchmarks and proofs of concept that win the technical evaluation.
• Sell on economics and terms: meaningful cost savings vs competitors at volume, full-term caching rights, a 10K x 10K route matrix, and flexible enterprise contracts.
• Bring what you hear from prospects back to product so the roadmap reflects the market.
What we are looking for:
• 10+ years closing enterprise B2B deals with a track record of hunting net-new logos.
• You have sold location APIs or SDKs (geocoding, navigation, routing, address validation) to engineering leaders and know the Google Maps Platform and Mapbox licensing landscape cold.
• You bring a network of buyers in logistics, telematics, healthcare, insurance, telecom, retail or adjacent markets.
• You generate your own pipeline and like it that way.
• Comfortable with multi-year and pooled-commitment contracts and the procurement process behind them.
• Bonus: you have beaten Google or another incumbent and can share stories about that.
Why this is a great opportunity:
• A product with a real, provable edge against the market leaders on price and terms.
• A business that company leadership has made a priority, with investment to match.
• A small team: your work is visible and your input shapes the roadmap.
• A lean, modern sales motion. We lean on AI for research, prospecting, and prep so sellers spend their time with buyers, not in spreadsheets. If you already work that way, good; if you are curious, you will learn fast here.
• Target OTE of $350K to $400K with uncapped variable, strong accelerators, and a defined ramp.
• Remote, US. Travel as needed for prospects and events.
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
Skills Required
- 10+ years closing enterprise B2B deals with a track record of hunting net-new logos
- Experience selling location APIs or SDKs, including geocoding, navigation, routing, or address validation, to engineering leaders
- Deep knowledge of Google Maps Platform and Mapbox licensing landscapes
- Network of buyers in logistics, telematics, healthcare, insurance, telecom, retail, or adjacent markets
- Ability to independently generate outbound pipeline
- Comfort with multi-year and pooled-commitment contracts and enterprise procurement processes
- Experience defeating Google or another incumbent in competitive sales
What the Team is Saying
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System1 Compensation & Benefits Highlights
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Healthcare Strength — Health coverage is presented as comprehensive, including medical, dental, and vision with mental-health and virtual care options; some U.S. postings specify 100% employer-paid premiums for employees alongside FSAs. Feedback suggests this area is a consistent strength within the package.
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Retirement Support — A 401(k) with company match is a headline feature, and public descriptions characterize the match as competitive—often better than many employers. This positions retirement benefits as a notable pillar of total rewards.
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Leave & Time Off Breadth — Generous PTO, company holidays, and open sick time are repeatedly highlighted, with wellness days and flexible scheduling noted in some listings. Feedback suggests time-off policies support work–life balance.
System1 Insights
What We Do
We are an omnichannel customer acquisition platform with offices throughout the US, Canada and Europe. System1 builds desktop and mobile apps, search engines, and online publications that empower consumers with information while respecting their privacy. We also operate brands that include CouponFollow, Startpage and MapQuest. System1 is a champion of AI technology, investing in the first legal AI called Vinny after the movie "My Cousin Vinny"!
Why Work With Us
Our growing team of over 200 people is an incredible cohort of engineers, product managers, data scientists, & buy- and sell-side ad/mar tech experts. Together, we have grown globally through Best-In-Class hiring and complimentary business acquisition, and we are JUST getting started.
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System1 Teams
System1 Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our hybrid policy allows employees to work with their teams in the office and also remotely. Teams have decided what works best for them and the employees on their teams.
