The Role: Bold, Commercial, and Independent
This is a high-impact role that blends strategic leadership with hands-on legal work. While you will operate as a "head up" lawyer - connecting legal risk, commercial opportunity, and member empathy - you should also be prepared for the detailed, transactional work required to keep our global operations running smoothly.
You will be an Individual Contributor (IC) acting as the primary legal partner to our Executive Leadership team.
While you will have the support of an expert ecosystem of external specialist firms, you will own the day-to-day legal agenda. You should be comfortable applying sharp, commercial judgment to nuanced legal challenges.
What you'll be doing:
- Dispute Resolution: Owning the lifecycle of member disputes and subrogation claims. You’ll be the bridge between our community and our external international counsel, finding pragmatic and empathetic solutions.
- Commercial Strategy: Partnering with Product and Marketing to ensure our brand voice and new feature launches are legally sound across borders. You’ll oversee our global Terms of Service (ToS).
- Regulatory & Public Affairs: Navigating the shifting landscape of international travel regulations and regional short-term accommodation laws.
- Business Readiness: Ensuring our 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 managing and negotiating our external legal spend to ensure we are getting the best value for the business.
Who you are:
- The Experience: You likely have 3-5 years PQE. You have a proven track record of handling complex legal matters in a fast-moving consumer environment (Travel, Hospitality, Fintech, or Retail).
- The Mindset: You are resilient and independent. You are comfortable being the sole legal point of contact and enjoy the variety of rolling up your sleeves for detailed administrative work one hour and advising the CEO on a high-stakes risk the next.
- The Holistic Jurist: You apply sharp, commercial judgment to nuanced legal challenges, consistently weighing reputational risk and the member experience equally alongside the law.
- The Communicator: You have the ability to translate complex legal concepts into actionable business advice for non-technical stakeholders.
The Process:
- Talent Screen: A conversation with our People team focused on your experience and approach to independent work.
- Executive Session: A deep dive with our CEO, CFO, and COO.
- Practical Task: A case-study exercise.
- Final Consultation: A final check-in with our lead external legal partners to ensure a seamless technical transition.
In addition to a competitive salary and bonus, we offer a range of benefits, including:
🐾 For the love of pets
Each year, you’ll get a Premium TrustedHousesitters Combined membership which includes benefits like free airport lounge passes, Sit Cancellation Plan and Home and Contents Plan, plus five Premium memberships to gift to friends and family
Our team can work remotely from as many house sits as they like, and we contribute up to £500 per
year towards travel costs to and from sits
Find a rescue pet to join your family and we’ll cover the adoption fees, as well as “pawternity” to help your pet settle into their new home
💜 Health & wellbeing
SimplyHealth healthcare cash plan
Bupa Health Insurance and Dental Insurance plan
Specsavers eyecare scheme
Weekly virtual yoga sessions
Optional enrollment onto our Trusted Giving scheme, which includes employee giving via Charities Trust and 2 days paid annual volunteering allowance.
💻 Working environment
Work fully remotely from anywhere in the world - as long as you follow compliance as a UK tax resident
Get £200 to spend on home office equipment each year + Macbook and Apple accessories when you start
Access to Spaces co-working locations across the globe
We host an all-expenses-paid meetup each quarter and fund team events (remote or in-person) throughout the year
We cover the costs of personal development resources and have regular time set aside for learning and growth
Depending on your role within the business, you’ll have the option to customise your work hours to better align with your personal schedule
💰 Compensation & time off
25 days off per year, plus bank holidays and festive closure between Christmas and New Year (36 days + Christmas Day for some roles)
Competitive salary which is reviewed twice a year
Generous equity package
Discretionary 10% quarterly bonus scheme, distributed quarterly
Pension scheme: 5% from you as an employee and 3% from TrustedHousesitters
£500 recruitment referral bonus
If you're ready to join us on our mission to become the most loved pet travel solution, we'd love to hear from you!
In your application, please feel free to note which pronouns you use (For example- she/her/hers, he/him/his, they/them/theirs, etc).
At the heart of our team are a mix of diverse backgrounds. Here at TrustedHousesitters, we’re committed to the equal opportunities policy throughout the interview process and selection. Offers of employment into TrustedHousesitters are based solely on individual merit, qualifications, and the person's professional suitability.
Gender identity, sexual orientation, marital or civil partnership status, colour, race, nationality, ethnic or national origins, religion or beliefs, age, mental or physical disability, medical condition, pregnancy or maternity status, or any other protected characteristics do not enter into our decision-making process.
Skills Required
- 3-5 years PQE
- Proven track record in consumer legal matters
- Ability to manage complex legal challenges
What We Do
TrustedHousesitters is a global marketplace that is disrupting both the pet care and travel industries. We connect a community of home and pet owners with sitters to solve a common two-sided problem - pet care and cost effective travel. Our business model means that customers join for one annual fee. After that, sits take place as a trust-based, money-free exchange that sees owners enjoy worry-free travel while our sitters enjoy the company of pets and unlock a world of unique accommodation. We enjoy exceptional customer retention rates driven by the fact that our owners and sitters realise the amazing value and incredible experiences we can facilitate. We also have more five star reviews on Trustpilot than any other pet care or travel company. We’ve helped facilitate over 2m nights of pet sitting, with members in over 140 countries, saving them over £150m in accommodation and pet care costs to date. We’re currently part of the Upscale 5.0 programme operated by Technation, the leading growth programme for the 30 most promising scale-ups in the country. We're on this programme because we pride ourselves on having a very strong focus on creating fabulous product experiences for our customers, taking them to market in an innovative way, and providing outstanding service. We are transforming the pet care and travel landscape. We believe we offer the best solution and our team are united by our commitment to delivering an enriching experience for our customers and having a positive impact on the lives of their pets
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