Founding Head of Sales

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're 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'll 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're 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've 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.