About TrustedHousesittersTrustedHousesitters is a fast-growing, direct-to-consumer marketplace redefining pet care and travel. Our platform connects a global community of pet lovers through a trust-based membership model. We’re on a mission to become the world’s most loved travel solution for pet people, fueled by a passionate community of nearly 280,000 members.As we scale globally, our legal landscape is becoming increasingly complex. We operate across multiple jurisdictions (UK, US, EU) and navigate evolving regional regulations.The Role: Bold, Commercial, and IndependentThis is a high-impact role that blends strategic leadership with hands-on legal work. You’ll operate as a “head up” lawyer—connecting legal risk, commercial opportunity, and member empathy—but you should also be prepared for detailed, transactional work to keep global operations running smoothly.You’ll be an Individual Contributor (IC) acting as the primary legal partner to our Executive Leadership team. While you’ll have support from an expert ecosystem of external specialist firms, you will own the day-to-day legal agenda and apply sharp, commercial judgment to nuanced legal challenges.What you'll be doingDispute Resolution: Own the lifecycle of member disputes and subrogation claims; be the bridge between our community and external international counsel to find pragmatic and empathetic solutions.Commercial Strategy: Partner with Product and Marketing to ensure brand voice and new feature launches are legally sound across borders; oversee our global Terms of Service (ToS).Regulatory & Public Affairs: Navigate shifting international travel regulations and regional short-term accommodation laws.Business Readiness: Ensure internal legal frameworks—from IP to data privacy and contracts—are robust, scalable, and audit-ready as we continue to grow.External Counsel Management: Strategically manage and negotiate external legal spend to ensure best value for the business.Who you areThe Experience: Likely 3–5 years PQE, with a proven track record handling complex legal matters in a fast-moving consumer environment (Travel, Hospitality, Fintech, or Retail).The Mindset: Resilient and independent; comfortable being the sole legal point of contact; enjoys both detailed administrative work and advising the CEO on high-stakes risk.The Holistic Jurist: Applies sharp, commercial judgment to nuanced legal challenges, weighing reputational risk and member experience equally alongside the law.The Communicator: Can translate complex legal concepts into actionable business advice for non-technical stakeholders.The ProcessTalent Screen: Conversation with the People team focused on your experience and approach to independent work.Executive Session: Deep dive with the CEO, CFO, and COO.Practical Task: Case-study exercise.Final Consultation: Final check-in with lead external legal partners to ensure a seamless technical transition.Compensation & time off25 days off per year, plus bank holidays and festive closure between Christmas and New Year (36 days + Christmas Day for some roles)Competitive salary reviewed twice a yearGenerous equity packageDiscretionary 10% quarterly bonus scheme (distributed quarterly)Pension scheme: 5% from you as an employee and 3% from TrustedHousesitters£500 recruitment referral bonusBenefitsFor the love of petsPremium TrustedHousesitters Combined membership each year, including free airport lounge passes, Sit Cancellation Plan, and Home and Contents Plan, plus five Premium memberships to gift to friends and familyRemote work from as many house sits as you like; up to £500 per year towards travel costs to and from sitsRescue pet adoption fees covered, plus “pawternity” to help your pet settle into their new homeHealth & wellbeingSimplyHealth healthcare cash planBupa Health Insurance and Dental Insurance planSpecsavers eyecare schemeWeekly virtual yoga sessionsOptional enrollment onto Trusted Giving scheme, including employee giving via Charities Trust and 2 days paid annual volunteering allowanceWorking environmentWork fully remotely from anywhere in the world, as long as you follow compliance as a UK tax resident£200 each year for home office equipment + Macbook and Apple accessories when you startAccess to Spaces co-working locations across the globeAll-expenses-paid meetup each quarter and funded team events (remote or in-person) throughout the yearCoverage for personal development resources and regular time set aside for learning and growthOption to customize work hours to better align with your personal schedule (depending on role)