Remote Legal Counsel @ TrustedHousesitters

Fully Remote (UK based) | Competitive Salary + Gifted Equity | B Corp Certified

The Mission
TrustedHousesitters is a fast-growing, direct-to-consumer marketplace redefining pet care and travel. Our platform connects a thriving global community of pet lovers through a unique, trust-based membership model. We are 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. We are looking for our first standalone Legal Counsel – someone ready to move out of a large team and into a high-impact, independent role.

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.

• 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:

We value your time and aim for a transparent, efficient process:

1. Talent Screen: A conversation with our People team focused on your experience and approach to independent work.

2. Executive Session: A deep dive with our CEO, CFO, and COO.

3. Practical Task: A case-study exercise

4. Final Consultation: A final check-in with our lead external legal partners to ensure a seamless technical transition.