VP, Insights & Strategy

TrustedHousesitters is a fast growing, direct-to-consumer marketplace that is redefining pet care and travel. Our platform connects a thriving global community of pet lovers through a unique trust-based membership model. We’re on a mission to create a world where pet owners can travel with peace of mind , knowing their pets are in safe hands, while sitters enjoy unique homestays around the world.

Our vision is simple: to become the world’s most loved travel solution for pet people - and we’re making it a reality. With almost 250,000 members worldwide, 97% say we have improved their lives, and our growth is high as word-of-mouth fuels a fast-growing, passionate community.

TrustedHousesitters was named one of Escape the City's top organisations to work for in 2023 and we were proud to be part of the 2024 cohort of Technation’s Future Fifty, the UK’s leading pre-IPO programme. In October 2024 we secured B Corp certification, reflecting our commitment to our people, the planet and pets across the world. 

At TrustedHousesitters, we embrace a collaborative, high-impact work environment where innovation, individual accountability, and ownership drive everything we do. We believe in empowering our people to see the real impact of their work. Every team member plays a role in crafting quality experiences for our members, and we continuously push ourselves to improve, iterate, and innovate—always with the goal of strengthening our global community of pet lovers.

We completed a $100m buyout at the end of 2023. The huge addressable market of pet lovers on both sides of our marketplace who share the very challenges we solve  is fuelling our ambition to become a unicorn.Now is an exciting time to join TrustedHousesitters—where innovation, advocacy and community-driven growth are at the heart of our success. If you're looking to make a real impact in a mission-led, fast-scaling tech business, this is the right place for you.

About the Role

Our core strategy is to drive viral, advocacy-led growth. This involves harnessing the love our members have for our service and growing by systematically creating conditions that encourage and amplify organic customer-driven growth. We have an exceptional exec team in place and a strong data & analytics capability. However, to realise our full potential, we need somebody to lead us through driving greater strategic clarity, deeper customer and market insight, and more precise measurement of execution metrics. Reporting directly to the CEO, the VP of Insights & Strategy will support the exec team and play a pivotal role in shaping our strategic direction, ensuring that we deliver this core strategy. 

The three core deliverables of this role:

Lead the exec team in developing a predictive growth and advocacy strategy that identifies, measures and amplifies the key drivers of viral organic growth.

Build a scalable customer and market intelligence engine anticipating behavioural shifts, emerging customer trends and market opportunities.

Oversee an integrated data, analytics and decision-making infrastructure to enhance performance delivery across all teams.

• Strategy & Leadership

• With the CEO, lead and support development and execution of a comprehensive long- and short term data-driven, predictive growth strategy focused on advocacy, virality, and rapid expansion
• Partner with the executive & senior leadership  team to ensure insights and analytics shape company-wide strategic planning, from growth initiatives to product development
• Lead the evolution of our customer, market, and competitive intelligence capabilities to drive long-term business success
• Prepare and deliver insights-driven company and Board updates, providing reporting at all levels on growth trends, customer insights, and advocacy-driven performance metrics

• Build a best-in-class insights function that anticipates customer behaviour shifts, market trends, and emerging opportunities
• Develop predictive models and segmentation frameworks that enhance customer engagement, retention, and lifetime value strategies
• Leverage NPS, behavioural analytics, and voice-of-customer data to optimise customer experience and advocacy
• Provide deep insights into how and why customers advocate for TrustedHousesitters, ensuring that word-of-mouth and referral programs are data-informed and optimised
• Define and track key customer metrics, ensuring the business remains customer-first and insight-led

• Oversee the company’s data strategy, ensuring a strong analytics foundation that enables predictive modelling, experimentation, and performance tracking of key metrics
• Oversee business intelligence teams and tools, driving automation and scalability in reporting and analytics
• Partner with Engineering on the design, implementation, and scaling of TrustedHousesitters’ data platform, including data lakes, warehouses, pipelines and MLOps systems
• Translate complex data into actionable strategies that drive revenue and efficiency
• Partner with product, marketing, and finance teams to embed a data-driven culture across the business

• Strategic yet hands-on & comfortable both setting high-level vision and rolling up your sleeves
• Data-driven decision maker, passionate about using numbers to inform business success
• Growth-oriented & adaptable excelling in fast-paced, high-growth environments
• Customer-obsessed, always thinking about how insights can improve the user experience
• Strong leadership presence that's able to influence executives and cross-functional teams

• 6+ years in strategy, business intelligence, analytics, or consulting—preferably in a D2C, eCommerce, or tech-driven business
• Proven experience in international, product-led, and marketing-driven B2C scale-ups with a strong app-first presence
• Track record of developing and executing business strategies in high-growth environments
• Strong expertise in data analytics, customer insights, and market research—with experience using SQL, Python, or BI tools (Looker, Tableau, Google Analytics, etc.)
• Deep understanding of growth levers, unit economics, and financial modelling in D2C businesses
• Experience scaling a business from mid-stage to large-scale operations
• Ability to synthesise quantitative and qualitative insights into clear, actionable strategies
• Exceptional communication, stakeholder management, and leadership skills

Important note: It is rare that candidates will have experience of everything in the job description, so please do not be put off from applying if you do not meet every aspect of the criteria listed!

Benefits

In addition to a competitive salary and bonus, we offer a range of benefits, including:

Fully remote work

Generous equity options

25 days holiday annually plus bank holidays and Christmas to New Year closure

Pension scheme: 5% from you as an employee and 3% from TrustedHousesitters

Premium TrustedHousesitters pet owner and sitter membership. This includes benefits like airport lounge passes, sit cancellation insurance, and home and contents insurance for sits for you

X5 premium memberships for your friends and family each year

Our team have an unlimited housesitting allowance, can work remotely from their sits, and are eligible to £500 per year towards travel costs

£200 annually towards home office equipment

Access to Spaces (co-working) Locations across the globe

Monthly working from home stipend

Macbook

Find a rescue pet to join your family and we’ll cover the adoption fees, as well as paternity to help any pet settle into their new home.

We host a quarterly all-expenses paid meet-up and will fund team events (remote or in person) throughout the year

We can cover costs of personal development resources, and have a regular time set aside for personal development

Bupa Health Insurance and Dental Insurance plan

SimplyHealth Healthcare Cash plan

Trusted Giving scheme - employee volunteering via Onhand and employee giving via Tyve

Weekly virtual yoga sessions

Brighton Bikeshare

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.

If you have a medical condition or an individual need for an adjustment to our process, and you believe this may affect your ability to be at your best - please let us know so we can talk about how we can best support you and make any adjustments that may be needed.