Ygo

Founding Head of Sales

Remote, United States remote Entry Salary not listed
remote Technology & IT Curated
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About the role

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. German is a plus but not a requirement.

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.
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Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT API integration Customer Service Sales Writing remote

Likely questions

  1. Tell us about work you have done that is close to the Founding Head of Sales role.
  2. How would you approach your first 30 days at Ygo?
  3. Which of API integration, Customer Service and Sales have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with API integration, Customer Service and Sales.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Founding Head of Sales role because I can bring practical experience in API integration, Customer Service and Sales, learn the team quickly, and contribute to the outcomes Ygo needs from this hire.

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