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For Companies At a Glance
- Tasks: Lead product vision and strategy for innovative rental platforms.
- Company: Join an award-winning proptech company transforming short-term rentals.
- Benefits: Enjoy flexible remote work, performance bonuses, and share options.
- Why this job: Be a key player in shaping the future of rental technology with a dynamic team.
- Qualifications: Experience in B2B SaaS, product leadership, and cross-functional team management required.
- Other info: Opportunity to work in a fast-paced, impact-driven culture with growth support.
The predicted salary is between 54000 - 84000 £ per year.
About Us
UnderTheDoormat Group is an award-winning proptech company reshaping flexible and short-term rentals. Through our three interconnected brands—Veeve (premium home rental management), Hospiria (enterprise-grade SaaS), and TrustedStays (GDS-integrated corporate distribution)—we’ve built the infrastructure enabling operators to deliver exceptional guest experiences at scale.
Hospiria is our SaaS platform powering the next generation of rental operators. It combines property management, operations, compliance, bookings and financial tooling into a unified system—purpose-built for enterprise. TrustedStays enables global distribution of accredited rentals to GDS platforms like Amadeus, serving corporates, public sector buyers, and relocation firms.
The Opportunity
We’re looking for a Head of Product to lead UnderTheDoormat\’s next chapter of development. You’ll report to the Founder-COO and be responsible for vision, strategy and delivery across both Hospiria (~70%) and TrustedStays (~30%).
We are on the cusp of full product-market fit. With a clear client base, a reliable delivery cadence, and traction across our core segments, the opportunity is to bring greater structure to discovery and scale delivery.
You’ll inherit:
- A well-defined delivery rhythm and clear ICP traction
- A robust cloud-native architecture
- CI/CD, strong observability, and 6-week delivery cycles
- A team of 10 developers and a highly capable Tech Lead
We’ve laid the foundation. Now we need a conductor—someone who can unify customer insight, commercial goals, and technical execution into a high-velocity product function.
What You’ll Do
- Set the Vision – Develop and communicate the strategy for Hospiria and TrustedStays that aligns with customer needs, platform scalability, and commercial growth.
- Own the Roadmap – Prioritise effectively across user problems, commercial drivers, and platform-level bets. Balance long-term architecture with near-term value delivery.
- Drive Discovery – Embed habits of continuous learning from customers and internal teams. Turn insight into informed, testable product bets.
- Be the Conductor – Align engineering, design, ops, and commercial teams with clarity and momentum. Drive focus without being the bottleneck.
- Build Product-Led Culture – Support the shift to empowered, outcome-oriented engineering through strong context, not control.
- Lead Execution – Ensure consistent cadence across product and tech, driving quality output with measurable impact.
- Scale the Function – Grow product capabilities, design input, and delivery systems in line with company needs.
Who You Are
You’re a product leader with range: you can zoom out to strategy and zoom in to copy, UX, or Jira tickets. You’ve worked in B2B SaaS or platform environments and know how to lead cross-functional teams in lean, hands-on settings.
You’re not just a roadmap owner—you’re a business thinker, a systems builder, and a strong communicator. You know how to listen, frame trade-offs, and get teams aligned behind the right things.
You’ve probably:
- Been a senior PM or Head of Product in a SaaS startup or scale-up
- Owned the roadmap and product strategy across multiple workstreams or brands
- Worked closely with engineers, and can talk fluently about APIs, integrations, and architecture
- Built structure where there wasn’t much before—product processes, discovery rhythms, hiring plans
- Created clarity in ambiguous environments and earned trust through well-judged prioritisation
- Delivered measurable customer impact and commercial results through product
- Ideally well-versed in the Residential Real Estate space – short-stay, mid-lets, and flexible living.
You’re energised by autonomy, but you know how to keep momentum aligned with the business. You seek excellence, not polish—and you believe shipping product that solves hard customer problems is the best way to learn.
Bonus if you have
- Experience with multi-sided platforms or marketplace dynamics
- Exposure to proptech, travel tech, or B2B vertical SaaS
- A background in continuous discovery, experimentation, or dual-track agile
- Confidence with product analytics tools (Amplitude, Mixpanel, etc.), SQL, or data modelling
Our Stack & Team Environment
- AWS-based infrastructure
- CI/CD and modern cloud-native tooling
- Mature observability and deployment systems
- Embedded Tech Lead and product-aware engineering team
- 6-week delivery cycles, high alignment with commercial goals
- Move underway toward product-led engineering teams
What We Offer
- EMI Share Options Scheme
- Performance Bonus
- Flexible & Remote Working
- 25 Days Holiday + Buy/Sell 5 Days
- Gym Membership (London Office)
- Medicash Healthcare Plan
- Cycle to Work Scheme
- Discounted Stays Across Our Homes
- Mentoring and Growth Support
- Fast-paced, impact-led culture
Head of Product employer: UnderTheDoormat Group
Contact Detail:
UnderTheDoormat Group Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Head of Product
✨Tip Number 1
Familiarise yourself with the proptech industry, especially focusing on short-term rentals and SaaS platforms. Understanding the nuances of this sector will help you speak confidently about how your experience aligns with UnderTheDoormat's mission.
✨Tip Number 2
Network with professionals in the proptech and SaaS fields. Attend relevant events or webinars to connect with potential colleagues or industry leaders. This can provide insights into the company culture and expectations for the Head of Product role.
✨Tip Number 3
Prepare to discuss your experience with cross-functional teams and how you've successfully driven product strategy in previous roles. Be ready to share specific examples that demonstrate your ability to align engineering, design, and commercial teams.
✨Tip Number 4
Showcase your understanding of product analytics tools and how you've used data to inform product decisions. Being able to articulate your experience with tools like Amplitude or Mixpanel will set you apart as a candidate who can drive measurable impact.
We think you need these skills to ace Head of Product
Some tips for your application 🫡
Understand the Company: Before applying, take some time to understand UnderTheDoormat Group and its brands—Veeve, Hospiria, and TrustedStays. Familiarise yourself with their mission, values, and the specific challenges they face in the proptech industry.
Tailor Your CV: Make sure your CV highlights relevant experience in product management, particularly in B2B SaaS or platform environments. Emphasise your leadership skills and any experience you have with cross-functional teams, as this is crucial for the Head of Product role.
Craft a Compelling Cover Letter: In your cover letter, clearly articulate your vision for the product strategy at Hospiria and TrustedStays. Discuss how your past experiences align with the responsibilities outlined in the job description, and demonstrate your understanding of the company's goals.
Showcase Relevant Achievements: When detailing your achievements, focus on measurable outcomes you've delivered in previous roles. Highlight instances where you've successfully led product initiatives, improved customer satisfaction, or driven commercial results, as these will resonate well with the hiring team.
How to prepare for a job interview at UnderTheDoormat Group
✨Understand the Product Landscape
Familiarise yourself with UnderTheDoormat's products, especially Hospiria and TrustedStays. Be prepared to discuss how your experience aligns with their vision and strategy, and think about how you can contribute to their growth.
✨Showcase Your Leadership Skills
As a Head of Product, you'll need to demonstrate your ability to lead cross-functional teams. Prepare examples of how you've successfully aligned engineering, design, and commercial teams in previous roles, and be ready to discuss your approach to building a product-led culture.
✨Prepare for Technical Discussions
Brush up on your knowledge of B2B SaaS, APIs, and cloud-native architecture. Be ready to engage in technical conversations with the engineering team, showcasing your fluency in these areas and your ability to bridge the gap between technical and non-technical stakeholders.
✨Emphasise Customer-Centricity
Highlight your experience in driving discovery and continuous learning from customers. Be prepared to discuss how you've turned customer insights into actionable product strategies and measurable outcomes, demonstrating your commitment to solving real customer problems.