Senior Compliance Manager (Travel Insurance) in City of Westminster

We care deeply about inclusive working practices and diverse teams. If you prefer to work full-time, part-time or as a job-share, we will facilitate this wherever we can - whether to help you meet other commitments or to help you strike a great work-life balance.

At Holiday Extras, we are creating a workplace where everyone can thrive, build their careers and reach their limitless potential. As a Sunday Times Best Place to Work 2025, we are proud to offer a world of benefits designed to enhance your lifestyle and well-being. By joining our team, you will feel supported and rewarded every day.

We are looking for a Senior Compliance Manager to play a pivotal role in shaping how compliance supports, enables and strengthens our Insurance business. This is a senior, influential role at the heart of the Insurance team, shaping how compliance supports commercial success and customer trust. Our Compliance team exists to help the Insurance business grow, supporting commercial ambition while keeping customers at the centre of decision-making. We believe great compliance is an enabler, not a blocker, building trust with customers, partners and regulators while supporting bold, customer-focused decisions.

You will join a collaborative, values-led team where challenge is welcomed, ideas are heard and doing the right thing genuinely matters. This role sits at the intersection of regulation, commercial decision making and customer outcomes. You will ensure we are meeting regulatory, legal and operational obligations, while enabling teams to make confident, well judged decisions. You will provide pragmatic, solution focused guidance, spotting and addressing conduct and operational risks early and helping the business evidence good outcomes for customers. Working closely with commercial, product and leadership teams, we champion good outcomes and pragmatic solutions aligned to Holiday Extras' wider strategy of exceptional customer experiences.

Responsibilities

• Act as an enabler for the Insurance business, balancing commercial priorities with regulatory requirements and reputational risk.
• Own and deliver the risk based compliance monitoring programme and annual compliance plan for HX Cover.
• Ensure effective governance is in place, including policies, controls, risk reviews, business risk appetite and clear Board level reporting.
• Lead delivery of FCA obligations, including accurate and timely RMA submissions and senior level regulatory commentary.
• Build compliance into strategic initiatives such as new products, partnerships, pricing models, customer journeys and marketing campaigns.
• Embed Consumer Duty thinking across the business, constructively challenging practices that could lead to foreseeable customer harm.
• Act as a trusted adviser to senior stakeholders, with the credibility and confidence to influence, challenge and support decision making.
• Own audit activity, manage findings through to resolution, and lead regulatory incident response and root cause analysis.
• Oversee marketing and financial promotions sign off, ensuring FCA and ASA compliance while protecting & promoting the HX brand.
• Lead compliance training and upskilling across teams, building understanding and capability.
• Ensure strong UK GDPR governance, including records management, third party contracts and data sharing accountability.

Qualifications

• Proven experience in compliance or risk within regulated financial services (insurance strongly preferred).
• A compliance qualification such as ICA, CII and/or an internal audit qualification (e.g. IIA).
• Demonstrable experience implementing or assuring Consumer Duty outcomes and conduct frameworks.
• Strong working knowledge of the FCA Handbook & reporting platforms, UK GDPR and operational controls.
• Good judgement and experience navigating the ambiguity in compliance, working pragmatically with the business.
• A solid understanding of online marketing compliance and ASA expectations within the insurance market.
• Experience working with senior stakeholders across the business producing Board level papers, regulatory MI and leading audits or reviews.
• An analytical mindset, able to translate complex regulatory requirements into clear, actionable insight.
• Excellent communication skills, with the ability to explain complex topics clearly to both senior and operational stakeholders.
• A collaborative, resilient and pragmatic approach, with sound judgement and the confidence to elevate where customer harm or regulatory risk is material.

Hiring process

• Video interview
• F2F interview
• Meet the team and Insurance Leaders

Cultivating a diverse and inclusive culture is paramount for us. Recognising we are all different, if for whatever reason you need us to adapt the process, please get in touch.

Why choose Holiday Extras? We believe that holidays are the most precious time of all, so we create products, tech and services that make travel and holidays memorable and fun. We are on a mission to be the only place to go for your holiday extras, offering unparalleled choice, value and service, turning our customers' ordinary trips into extraordinarily good times.

Time is precious: 25 days annual leave (+BH's), extra holidays through Holiday Buy, Birthday Day Off, and Sabbaticals at each milestone.
Parental Leave: Enhanced parental leave - Up to 1 year off, including 13 weeks at 100% pay, 13 weeks at 50% pay.
Road to well being: Access to Gym Discounts, Private Dental Insurance and Private Medical Insurance (after 4 years).
Celebrate success together: Enjoy a Profit Share Bonus and a pension scheme with Aviva.
Good for the soul: Join our Social Club for 25% off any ticket or event in the UK, Discounts on the latest tech, or give back to your community with our Volunteering Scheme.
Plan ahead: Income protection, Critical illness cover and Life assurance.