Jack & Jill
Short-Term Rental Operations Assistant at WHISTERFIELD LTD
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This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.
She will pick the best candidates from Jack's network.
The next step is to speak to Jack.
Job Title
Short-Term Rental Operations Assistant
Salary
Not Disclosed
Company Description
WHISTERFIELD LTD is a design-led, wellbeing-first short-term rental brand managing premium properties across the UK. Founded by hospitality and creative strategy veterans Nick Birkett and Sukki Menon, the company focuses on exceptional guest experiences and high operational standards within the growing premium hospitality market.
Job Description
As an Operations Assistant at WHISTERFIELD LTD, you will own the day-to-day management of a premium short-term rental portfolio. You will leverage Hospitable and Price Labs to handle guest communications, optimize pricing, and coordinate cleaning teams. This proactive role is essential for maintaining high operational standards while supporting the founders' growth and brand development goals.
Location
Remote
Why this role is remarkable
- Take full ownership of operational systems for a premium brand, moving beyond basic admin to strategic platform management.
- Work directly with founders who bring 25+ years of combined experience in hospitality, creative strategy, and property.
- Gain the opportunity to scale with a growing family-owned business and eventually transition into a senior operations leadership role.
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What You Will Do
- Fully manage and optimize Hospitable.com daily, including implementing AI integrations and advanced platform features for guest communication.
- Coordinate all guest journeys and cleaning schedules, ensuring seamless transitions from initial inquiry to final property check-out.
- Monitor calendars and dynamic pricing strategies via Price Labs to maximize occupancy and revenue across the property portfolio.
The ideal candidate
- Proven hands-on experience managing short-term rental operations specifically using PMS software such as Hospitable and Price Labs.
- Strong background in logistics and cleaner scheduling, with a sharp eye for detail regarding property maintenance and guest readiness.
- Exceptional written and spoken English skills with a proactive, independent work ethic suited for a remote, flexible environment.
Who are Jack & Jill?
Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
How does this work?
- Jack's an AI agent for job searching and career coaching. He works for you.
- Jill is the AI recruiter working for the company. She recruits from Jack's network.
- If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
We never post fake jobs
This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.
Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.
We appreciate this can make them look a bit suspect, but there isn't much we can do about it.
Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.
“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”
Jessica, London
Skills
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