Head of Sales – US Trucking

SalesRemote - United States (Travel as required)

Own the Revenue. Build the Engine. Close the Deals.

MapUp is building the intelligence layer for fleet economics.

We help large fleets eliminate toll leakage, optimize fuel spend, automate billing, and turn fragmented operational data into real-time financial decisions. Founded in Silicon Valley and operating globally, we serve customers like Lyft, Amazon, DHL, Schneider, FirstFleet, Unilever and more.

We're scaling fast and now we're hiring our first senior US revenue leader for Trucking.

This is not a management role. This is an ownership role.

What You Will Own

  • Revenue number for US Trucking (fleets 200–20,000+ trucks)
  • Full-cycle enterprise deals ($50K–$1M+ ACV deals)
  • Pipeline creation (not just pipeline management)
  • Outbound engine build-out
  • ICP clarity and refinement
  • Enterprise pricing & packaging feedback
  • Accurate forecasting
  • Strategic on-site enterprise meetings and industry events-driven pipeline

This role starts as an individual contributor + builder. You will open doors. You will close deals. You will define the playbook. No BDR army. No excuses. Use AI strategically.

What Success Looks Like

  • Enterprise logos closed within first 6 months
  • Repeatable outbound motion built
  • Clear segmentation of ideal fleet profiles
  • Accurate forecast discipline
  • Pricing insights backed by customer conversations

Who This Role Is For

  • 4–12+ years enterprise SaaS sales experience
  • Proven closer of $50K–$500K ACV deals
  • Experience selling into US trucking / large fleets
  • Comfortable selling to COO, CFO, VP Ops, Fleet Directors
  • Builder mindset - not dependent on layers of support
  • Strong on-site presence and executive credibility
  • Willing to travel frequently

You should be comfortable walking into a fleet HQ, owning the room, and closing.

Who This Role Is NOT For

  • "Strategy-first" leaders who don't close
  • Sellers who blame marketing, pricing, or product
  • Managers who need 3 layers of support before selling
  • Pipeline spectators

Compensation & Upside

  • Competitive base salary
  • Aggressive, uncapped commission structure
  • High earning potential tied directly to revenue ownership

If you close, you win.

Ownership & Impact

  • Direct access to Founder / CEO
  • Authority in enterprise negotiations
  • Real influence on pricing, packaging, and GTM
  • Build the outbound engine - not just manage pipeline
  • Own a vertical, not just a quota

Benefits

  • Medical, dental, and vision insurance
  • 401(k) plan
  • Remote-first flexibility
  • Access to the latest tech and tools
  • Travel to major industry conferences and enterprise on-sites

Why Join Now

  • AI-powered infrastructure solving real operational cost leakage
  • Real enterprise customers (Lyft, Amazon, DHL, Schneider, Bolt, and more)
  • Multiple proven products in market with strong growth momentum
  • Expanding aggressively toward 2026 targets

It's a build-and-close role in a company scaling fast toward 2026 targets.

Why This Role Matters

This is a net-new expansion. Aggressive 2026 targets. Massive market opportunity. You'll work directly with the Founder (who currently leads sales) and help define the next phase of growth. If you want to build a vertical from zero to scale - this is your seat.

Application Step: 8–10 Minute Intro Video (Required)

If this role excites you, we'd love to see more than just your resume.

Please upload a short 8–10 minute video at the link below, covering:

  • A brief introduction about yourself
  • What excited you about MapUp
  • Which MapUp product you'd be most excited to sell - and why
  • Who you would sell it to (ICP) and how you'd position it
  • Anything else that helps us understand why you're a great fit

Upload the video here.

About MapUp

Fleets bleed money on tolls and fuel every day: 30+ day toll bills, surprise violations, and out-of-network fuel stops. MapUp plugs the leaks. Founded in Silicon Valley and operating in 100+ countries, MapUp with its GPS + AI platform helps fleets cut toll spend, fill-up cheapest in-route fuel, and drives compliance with navigation that actually updates on the go. The payoff? Real ROI: lower costs, faster billing, happier drivers.

By turning fragmented data into real-time decisions, MapUp is building the intelligence layer for fleet economics, transforming a fragmented industry into one powered by data, automation, and insight. For more information, visit MapUp and its solutions here.

Thank you for your interest in this position at MapUp Inc. Once you fill the form, we'll evaluate your profile and CV and get back to you if shortlisted. If you don't hear from us, please consider your application closed. You can re-apply for the same position after at least 6 months.

For any queries, drop in a line to: hr@mapup.ai