Founding Head of Sales

Posted 3 Days Ago
Be an Early Applicant
2 Locations
Remote or Hybrid
Senior level
Artificial Intelligence • Software • Travel • Automation
The Role
Build and lead YGO’s enterprise GTM function from the ground up. The role combines hands-on enterprise selling with defining ICP, messaging, qualification, sales processes, forecasting, outbound motions, playbooks, and repeatable segment strategies. The hire will close strategic deals, partner with Product, recruit the first GTM team, and eventually own territories, quotas, pipeline, conversion, forecasting, and new ARR.
Summary Generated by Built In

YGO is building the AI infrastructure layer for travel. The way people plan and book travel is changing fundamentally. Fragmented, search-based booking flows are being replaced by fully personalized, AI-driven experiences.

Most travel companies are not built for this shift. Their systems are complex, disconnected, and not designed to support modern AI capabilities. YGO provides the infrastructure to bridge that gap.

Our modular AI platform, covering AI Search, Recommendations, Packaging, Content Automation, Customer Service, and AI Assistant Integration, enables travel companies to transform their customer experience without rebuilding their core systems. We already work with leading travel brands across Europe, including Condor, DER Touristik, Secret Escapes, and Kurzurlaub.

Backed by Caesar Ventures and the founders of FlixBus, HomeToGo, and GetAway Group, we have just closed our Series A and are now entering the next phase: building a scalable GTM engine for enterprise growth.

Tasks

The Role:

This is our first dedicated senior GTM hire. Today, sales is founder-led. The founders build lead lists, run outreach, lead discovery, give demos, shape the product in customer conversations, create sales materials, and close enterprise deals. That has proven highly effective in closing complex enterprise customers and building strong traction.

Your job is to turn what already works into a repeatable enterprise GTM motion, while continuing to sell personally. You will work directly with the founders on strategic accounts, reverse-engineer successful deals, sharpen ICP and messaging, build the funnel, professionalize the sales process, and hire the first GTM team.

This is a player-coach role. In the beginning, you will be deeply hands-on across calls, outbound, and deal execution. Over time, you will build and lead the team.

What you will own:

Step 1

  • Join founder-led sales calls and understand how we sell today

  • Reverse-engineer won and active deals: buyers, triggers, blockers

  • Define ICP, personas, qualification criteria, and account prioritization

  • Build a structured enterprise sales process with clear stages and forecasting

  • Improve discovery, demo, follow-up, and proposal quality

  • Start owning selected opportunities

  • Build the first structured outbound motion for target accounts

Step 2

  • Create Sales Playbook v1: discovery, messaging, objections, demo, POC, pricing, procurement

  • Build repeatable motions across key segments (Tour Operators, OTAs, Airlines, Agencies)

  • Work closely with Product to translate customer feedback into positioning and roadmap

  • Drive outbound beyond founder networks

  • Help define and hire next roles (Sales Engineer, SDR, PMM, AE)

  • Continue closing strategic deals

Step 3

  • Hire and ramp the first GTM team

  • Define territories, quotas, onboarding, and performance structure

  • Transition to a scalable enterprise GTM organization

  • Own pipeline, conversion, forecasting, and new ARR

Requirements

Who you are

  • 8+ years in B2B SaaS sales, ideally enterprise or complex mid-market

  • Early sales or GTM hire experience at Series A or B stage

  • Built or rebuilt a sales motion, not just operated within one

  • Closed six-figure or seven-figure enterprise deals

  • You are fluent in English and German.

  • Comfortable selling to C-level, Product, IT, E-Commerce, Marketing, Procurement

  • Able to build structure without slowing execution

  • Strong in writing, discovery, demos, negotiation, and closing

  • Hands-on and not above doing the work yourself

  • Motivated to build and lead a GTM function from the ground up

What this role is not

This is not a classic VP Sales role with an existing team, pipeline, and playbook.

This is also not a pure AE role focused only on closing inbound or pre-qualified leads.

We are looking for someone who can sell, structure, build, hire, and lead, in that order.

Benefits
  • Founding GTM seat at a Series A company in a large global market

  • Real enterprise traction and access to leading travel brands

  • Direct work with founders on strategic accounts

  • Full ownership of building the GTM organization

  • Competitive compensation and equity

  • Hybrid setup, ideally based in Berlin but open to candidates elsewhere in Europe, with travel across the region.

  • Opportunity to help define the AI infrastructure category for travel

  • The standard stuff, done properly: top-tier hardware (MacBook Pro or equivalent), home office setup allowance, Urban Sports Club membership, Deutschlandticket, a learning and development budget you actually use, and a straightforward travel and expense policy.

Hiring process

1. Intro call

2. Deep dive with the founding team

3. Working session

4. References, both sides

5. Final conversation

We aim to make a decision within 3–4 weeks.

If this role sounds like you we are really looking forward to receiving your application.

Skills Required

  • 8+ years of experience in B2B SaaS sales, ideally enterprise or complex mid-market
  • Experience as an early sales or GTM hire at a Series A or Series B company
  • Experience building or rebuilding a sales motion
  • Experience closing six-figure or seven-figure enterprise deals
  • Fluency in English and German
  • Experience selling to C-level, Product, IT, E-Commerce, Marketing, and Procurement stakeholders
  • Ability to build structure without slowing execution
  • Strong writing, discovery, demonstration, negotiation, and closing skills
  • Hands-on approach to sales execution
  • Motivation to build and lead a GTM function from the ground up
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The Company
36 Employees
Year Founded: 2023

What We Do

YGO builds AI infrastructure for the tourism and travel industry, helping airlines, tour operators, online travel agencies, and travel platforms modernize existing systems without re-platforming. Its modular platform provides AI search, personalized recommendations, travel packaging, content automation, customer service, and assistant integration. The company enables more personalized booking experiences, higher conversion and basket size, and lower operating costs, with deployment typically completed within weeks.

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