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Shape the technology behind a business redefining travel insurance

  • Reports to Chief Operations Officer
  • Remote & 1 day/week London
  • Full-time
Apply now

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A bit about the role

We’re looking for a hands-on and forward-thinking Head of Technology to take ownership of our technology function and help shape the next phase of our growth. This is a great opportunity to make a real impact in a small but ambitious business, where tech plays a key role in everything we do.

To really fly in this role

We think you’ll need to be a people person who loves using technology to support and assist colleagues and customers, naturally building strong relationships.

Your experience will demonstrate an experienced technology leader with a strong track record in driving digital transformation and leading high-impact IT initiatives within B2C or consumer-facing organisations.

The Position

Role

  • Head of Technology

Reports to

  • Chief Operations Officer

Employment

  • Fulltime

Location

  • Remote & London weekly

Focus

  • B2C platforms, transformation, vendor ecosystem

Team

  • Small, high-impact, hands-on leadership

What you’ll do

Lead the strategy

  • Own and evolve technology strategy aligned to business growth
  • Advise leadership on risks, opportunities, and priorities
  • Manage IT budget and investment decisions

Deliver and improve

  • Oversee IT operations in a high-volume environment
  • Drive digital transformation and automation
  • Ensure scalable, secure, high-performing systems

Build the ecosystem

  • Manage vendors and third-party partners
  • Lead and grow the internal tech capability
  • Ensure governance, compliance, and resilience

Ensure governance & compliance

  • Ensure our IT governance for data security and regulatory compliance
  • Manage our IT Risks and disaster planning

You would be perfect for this role

Your profile

  • You’re a strategic operator – align tech with business outcomes and comfortable at leadership level but still hands-on.
  • You’ve done this before – led tech in B2C / consumer platforms and delivered large-scale digital or IT programmes.
  • You thrive in growing environments – fast-paced, evolving, not overly corporate and comfortable owning complexity and ambiguity.

Experience should include

  • Senior IT leadership experience, ideally insurance or fintech
  • Vendor and partner management
  • Systems integration and platform delivery
  • Strong technical foundation across development or enterprise IT
  • Governance, risk and compliance awareness

What we offer

What we offer

  • 25–30 days holiday
  • Private medical and life cover
  • Bonus scheme
  • Flexible / remote working
  • Work abroad through the Nomad policy
  • Team socials and development support

First 6 months

  • Review and shape the technology roadmap
  • Assess vendors and platform architecture
  • Deliver 1–2 high-impact improvements

Ready to shape what comes next?

Let’s build insurance that enables more people to travel.

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