Founding Head of Sales

Founding Head of Sales

Full-Time 70000 - 100000 £ / year (est.) No working from home possible
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At a Glance

  • Tasks: Lead and shape the sales strategy for our innovative insurance business.
  • Company: Fast-growing insurtech startup based in London with a dynamic team.
  • Benefits: Competitive salary, performance bonuses, equity options, and growth opportunities.
  • Other info: In-person role, six days a week, with excellent career advancement potential.
  • Why this job: Join us at the ground level and make a real impact in the insurance industry.
  • Qualifications: 5+ years of B2B sales experience and proven people management skills.

The predicted salary is between 70000 - 100000 £ per year.

Location: London, UK | In-office 6 days per week

Compensation: £70,000–£100,000 base + performance bonus + equity

Reports to: CEO / Founders

About the Role

We are hiring our Founding Head of Sales to build and lead the go-to-market engine for our insurance business across the UK and EU. This is a rare ground-floor opportunity to shape sales strategy, build the playbook from scratch, and lead a team of BDRs from day one. You will own the full sales process, from lead generation and prospecting through to close. This is an in-person role based in our London office, six days a week. We are building something ambitious and we want the team in the room together.

What You’ll Do

  • Design and execute the GTM strategy for the UK and EU, including ICP definition, segmentation, messaging, and channel mix.
  • Own the full sales process end-to-end, from lead generation and outbound prospecting through qualification, pitching, negotiation, and close.
  • Lead and develop a team of BDRs, setting targets, coaching on outreach and qualification, and building the cadence and culture of the sales floor.
  • Personally carry a quota in the early months and use those learnings to build a repeatable playbook.
  • Hire and grow the wider sales team as we scale.
  • Own the full sales stack and reporting: CRM hygiene, pipeline forecasting, conversion metrics, and win/loss analysis.
  • Partner closely with founders, marketing, and product to align GTM with the roadmap and feed customer insight back into the business.
  • Build relationships with brokers, partners, and enterprise accounts across target markets.

What We’re Looking For

  • 5+ years of B2B sales experience, with a track record of consistently hitting or exceeding quota.
  • People management experience: you have built, hired, or led a sales team (BDRs or AEs) before.
  • Hands-on fluency with the modern sales stack, including HubSpot (or comparable CRM), Apollo, and other lead-generation and sales-engagement tools.
  • Experience building GTM motions from scratch or in an early-stage environment.
  • Strong commercial instincts and comfort operating with ambiguity — you can set your own direction.
  • Excellent communication skills and the ability to sell to sophisticated buyers.
  • Comfortable with an in-office, six-day working week.
  • Eligible to work in the UK.

Big Bonus

  • Insurance industry experience (insurtech, brokering, underwriting, or selling into insurers) is a significant plus and will weigh heavily in our decision.
  • Existing network of brokers, partners, or insurance buyers in the UK or EU.
  • Experience selling into regulated industries.

Compensation & Benefits

  • Base salary of £70,000–£100,000, depending on experience.
  • Performance-based bonus tied directly to the revenue you generate — structured to reward strong performers generously, with meaningful upside for exceeding targets.
  • Equity options.
  • A front-row seat at a fast-moving insurance business with real room to grow into a VP / CRO role as we scale.
  • London office, in-person team, six days a week.

Founding Head of Sales employer: Corgi Insurance Services, Inc.

Join a dynamic and ambitious team as the Founding Head of Sales in our London office, where you'll have the unique opportunity to shape the sales strategy and build a high-performing team from the ground up. We offer a competitive salary, performance bonuses, and equity options, alongside a vibrant work culture that fosters collaboration and innovation. With a clear path for career advancement into senior leadership roles, this is an exciting chance to make a significant impact in the insurtech space while working closely with passionate founders and a dedicated team.

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Contact Details:

Corgi Insurance Services, Inc. Recruitment Team

StudySmarter Expert Advice🤫

We think this is how you could land Founding Head of Sales

Network Like a Pro

Get out there and connect with people in the industry! Attend networking events, join relevant groups on LinkedIn, and don’t be shy about reaching out to potential contacts. Building relationships can open doors that a CV just can’t.

Show Up and Shine

If you land an interview, make sure to bring your A-game! Research the company, understand their products, and come prepared with questions. Show them you’re not just another candidate; you’re genuinely interested in what they do.

Leverage Your Experience

When discussing your past roles, focus on quantifiable achievements. Talk about how you’ve hit targets or led teams to success. Numbers speak volumes, so let them know you’re a results-driven individual who can deliver!

Apply Through Us!

Don’t forget to apply through our website! We’re all about finding the right fit for our team, and applying directly helps us see your enthusiasm. Plus, it’s a great way to get noticed early in the process!

We think you need these skills to ace Founding Head of Sales

B2B Sales Experience
Sales Strategy Development
Lead Generation
Prospecting
Negotiation Skills
Team Leadership
Coaching and Mentoring

Some tips for your application 🫡

Show Your Sales Savvy:When you're writing your application, make sure to highlight your B2B sales experience. We want to see how you've consistently hit or exceeded quotas in the past. Share specific examples that showcase your skills and achievements!

Tailor Your Approach:Don’t just send a generic application! Tailor your CV and cover letter to reflect the role of Founding Head of Sales. Mention your experience with building GTM strategies and leading teams, as this is what we’re really looking for.

Be Authentic:We love authenticity! Let your personality shine through in your application. Share your passion for sales and why you’re excited about the opportunity to shape our sales strategy from the ground up.

Apply Through Our Website:Make sure to apply through our website for the best chance of getting noticed. It helps us keep track of applications and ensures you’re considered for this exciting role. We can’t wait to hear from you!

How to prepare for a job interview at Corgi Insurance Services, Inc.

Know Your Sales Strategy

Before the interview, make sure you understand the company's go-to-market strategy and how it aligns with your own experience. Be ready to discuss how you would design and execute a sales strategy for their insurance business, including your approach to defining the ideal customer profile and segmentation.

Showcase Your People Management Skills

Since this role involves leading a team of BDRs, prepare examples of how you've successfully built and managed sales teams in the past. Highlight your coaching techniques and how you've set targets and fostered a positive sales culture.

Demonstrate Your Hands-On Experience

Familiarise yourself with the modern sales stack mentioned in the job description, like HubSpot and Apollo. Be prepared to discuss specific tools you've used and how they contributed to your success in lead generation and sales engagement.

Prepare for Questions on Ambiguity

This role requires comfort with ambiguity and the ability to set direction. Think of scenarios where you've had to navigate uncertainty in your previous roles and how you turned challenges into opportunities. This will show your potential employers that you're ready to take charge in a fast-paced environment.