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Head of Sales

Insify

Amsterdam
Full-time
5-10 years experience
On-site

Key Skills

Sales Leadership
B2B Sales
SME Sales
Team Building
Hiring
Sales Coaching
Sales Conversion
Cross-Selling
Customer Satisfaction
Sales Playbook Development
CRM Setup
Pipeline Reporting
Sales Process Development
Discounting Strategy
AI Tools
Dutch Language

Job Description

Entrepreneurs already find us and want what we offer. Now we want to get much better at turning that interest into customers, with a dedicated sales team that sells the way we build: simple, honest and fast. You would build that team, and lead it from the front. About The Role Today our inbound is handled by Operations. You would turn it into Insify's first dedicated sales function, starting with a team of two in the Netherlands and growing into other markets later. We're :60 people, so you work directly with the founders, Product, Insurance and Operations, and your results are visible to everyone. It's a player-coach role, roughly 40% selling and 60% leading. One morning you're running the daily huddle, the next you're on a call with a 25-person company that needs the right cover, and in the afternoon you're listening back to your team's calls and giving feedback. You know what great selling sounds like, and you can show it, not just describe it. Our customers are self-employed people and SMEs. They buy like businesses but often behave like consumers, so you need both instincts: the structure of B2B sales and the warmth and pace of a good consumer conversation. What You'll Be Doing Building and leading our sales team end to end: how it sells, how it's measured, and who you hire and grow as it scales Selling yourself, especially early on: demos and proposals for larger SMEs, and closing the deals that matter Coaching the team every day: listening in on calls, running the huddle, and raising the bar on sales technique Owning conversion, cross-sell and customer satisfaction, for yourself and for the team Building the foundations: playbook, CRM setup, pipeline reporting and ways of working that hold up as we grow Bringing what customers tell you back to Product and Insurance, so we build the cover they actually need Shaping our discounting strategy together with the people who own pricing Challenging our ideas and bringing your own. We encourage each other to act this way, so you can expect the same from others What You'll Need You've managed salespeople before, including hiring, coaching and feedback. It doesn't have to be a big team, but it has to be real, and you have to want more of it Years of hands-on B2B sales experience, ideally selling to SMEs or self-employed customers. You still love being on the phone, and you're very good at it A track record of building, not only running: a playbook, a process or a team that didn't exist before you Energy and conviction. You can sell almost anything, and you win on trust: customers should feel helped, not pushed You use AI tools in your own work and you're curious how they can make your team sharper Fluent Dutch, and comfortable working in English You want to be in our Amsterdam office five days a week, next to your team Nice to Have Experience at a startup or scale-up, especially in insurance, fintech or SaaS Some insurance knowledge. Eagerness to learn matters more than what you know today A Wft certificate. Not required to start, but we'll expect you to get it once you join Experience selling across different country markets We Offer Competitive compensation. A salary plus a bonus tied to your and your team's results. In addition, performance-based equity grants Holidays. 25 holiday days Pension. 6% employer contribution Wellbeing budget. €50 net a month via Epassi, from the gym to takeaway, rolls over Learning and coaching. Internal leadership programs and coaching Central Amsterdam office. Shared lunches, dogs, Friday drinks, high-spec MacBook Pro About Insify Insify is a high-growth scale-up backed by €43M in total funding from world-class investors like Accel, Munich Re Ventures, and Formula 1 champion Nico Rosberg. In five years, we've expanded from the Netherlands into France and Germany, and we're just getting started. Our mission: become the European leader in AI-powered SME insurance. We aren't just building a company; we're leading a revolution. Our culture is intense, high-stakes, and mission-driven. We hire smart, ambitious "owners" who possess a relentless drive to win. This is an environment for those who thrive on challenges, value intellectual honesty, and share our mindset of becoming a global category leader. Our founding team consists of seasoned entrepreneurs who have previously built iconic businesses like HelloFresh, Bloomon, and SumUp. We bring that same bias for speed, scale, and high standards to one of the most structurally broken experiences in financial services. Together, we combine that deep fintech and e-commerce expertise with cutting-edge AI to stay ahead of the curve.

Core Responsibilities

Build and lead Insify’s first dedicated sales team, including hiring, coaching, selling to larger SMEs, and establishing the sales playbook, CRM, pipeline reporting, and operating processes. Own conversion, cross-selling, and customer satisfaction while sharing customer insights with Product and Insurance and helping shape discounting strategy.

Requirements

Candidates should have hands-on B2B sales experience, prior experience managing salespeople, and a track record of building a sales team, process, or playbook. They must be fluent in Dutch, comfortable in English, confident using AI tools, and willing to work in the Amsterdam office five days a week.

Benefits

  • Performance-Based Bonus
  • Equity Grants
  • 25 Holiday Days
  • 6% Employer Pension Contribution
  • Monthly Wellbeing Budget
  • Learning and Coaching Programs
  • Central Amsterdam Office
  • Shared Lunches
  • Company Social Events
  • MacBook Pro

About Insify

Industry: Insurance

Company size: 51-200 employees

Our mission is to enable freelancers and entrepreneurs to get the best insurance at the best price. Insurance that is fair, fast and flexible. And above all, insurance that is tailored to your needs. All at the touch of a button. Insify today serves thousands of customers across Europe. As we grow, we’ll continue disrupting and changing the market. Restoring trust by providing freelancers with insurance that can be relied on. Zero paperwork. No long contracts. Just super-fast, 100% online insurance, whenever and wherever they need it.

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