Head of Sales | Rail Freight SaaS | 200K OTE

Head of Sales | Rail Freight SaaS

Hybrid Rotterdam | International travel required | €100,000 – €120,000 + variable bonus

Ready to build the commercial engine of a niche B2B SaaS scale-up that's been growing for 14 years and is now ready for its next chapter? This one's for you.

Our client is a fully integrated SaaS ERP platform built exclusively for rail freight carriers. One system replacing spreadsheets and disconnected point solutions: operations planning, staff rostering, asset and wagon management, compliance, all in one place.

The market is niche and tight-knit, and our client has already won ~110 clients across Europe. Now, North America is opening up: virtually no full-suite competition, a ready-made install base of 200+ companies via a recent acquisition, and you as the commercial lead to unlock it.

THE ROLE

As Head of Sales, you'll sit in the Management Team and own the full commercial funnel — new business and upsell on an existing client base. Contract values from €50K to several hundred thousand euros ARR. Sales cycles of 6–9 months. Stakeholders from independent operators to state-owned enterprises. You lead the commercial engine.

WHAT YOU'LL DO

• Build a scalable GTM for Europe and North America
• Structure the outbound motion and HubSpot pipeline from the ground up
• Manage and coach a team with room for growth.
• Activate the NA client base
• Design an account management function that doesn't yet exist
• Represent the company at international trade shows (incl. Munich, Singapore)
• Feed directly into CEO-level commercial strategy

WHY JOIN

• MT-level role with full commercial ownership
• North America: vast market, virtually no full-suite competition
• 14 years of inbound-driven growth — upside from structured outbound largely untapped
• Exceptionally low churn: the product is a core operating system
• Explicit CCO/CRO trajectory when targets are met.
• Backed by an institutional investor with €7B AUM
• Hybrid working from Rotterdam HQ

WHAT YOU BRING

• 4+ years of proven revenue ownership in B2B SaaS or tech — real outcomes, not activity metrics
• Experience leading a commercial new business and accountmanagement team
• Enterprise / complex sales: long cycles, multiple stakeholders, high ACV
• Strategic capability: write a sales plan, define ICP, present GTM thinking
• Genuine hands-on mentality — you get into deals yourself
• Willing to travel internationally
• Fluent English — Dutch or German is a strong plus, not a hard requirement

STRONG NICE TO HAVES

• Experience in SaaS ERP or vertical SaaS sales
• Proven track record opening a new geographic market
• Familiarity with rail, logistics, or the industrial / OT sector
• Experience with a formal sales methodology (Challenger, MEDDIC, etc.)
• HubSpot experience or scaling a CRM into a structured sales tool
• Exposure to land-and-expand and upsell motions

WHAT YOU GET

• €100,000 – €120,000 base salary + commission
• Variable bonus: 30–60% of base salary tied to team performance
• Hybrid working from Rotterdam HQ
• Secondary benefits

Does this speak to you? Reach out via LinkedIn or send a message. We'd love to get to know you.