Please note we have a hybrid working policy - you will be required to work from our Shoreditch HQ on Tuesday's and Friday's, the rest from home.

The Company

The Plum Guide is on a mission to build the definitive collection of the world’s best holiday homes. We are taking a systematic approach to testing every single home on the planet and accepting only the top 1%. Like a Michelin Guide - but for homes – available to all. We do it by putting every home in a city through a systematic vetting process which includes running all homes from proprietary AI, interview hosts and visit them in person with our hospitality experts.

We launched 3 years ago. Since then we have grown 20% month on month; expanded to 25+ cities; tested over 150,000 homes; developed a customer experience that’s returning the highest NPS scores in the sector.

We are backed by some of the world’s top entrepreneurs and VCs. These include the founders and backers of TransferWise, Citymapper, Zoopla, Secret Escapes, BuzzFeed, Appear Here, Graze, LoveFilm, and many more. Our focus for the next 12 months is taking Plum truly global. This is where you come in!

The Role

This key hire to the Plum Guide Business Development team will work at the center of the sales organization to develop sales strategies, engage prospects and direct the sale of the Plum Guide platform.

You will work with the Head of Business Development to roll-out our ambitious North America Expansion strategy, which entails finding, engaging and signing the very best Property Managers of the world and their homes.  

Your will prospect and negotiate with accounts, qualify leads, and facilitate the acquisition of new property managers onto our platform. You will be a part of an exciting and growing company during a pivotal stage of growth and accordingly contribute to sales strategy discussions.


  • “Get the sale” using various customer sales methods (calls, meetings, emails, presentations etc.) to meet team acquisition and sales targets
  • Evaluate customers needs and build productive long lasting relationships
  • Research accounts and generate/follow through on sales leads
  • Develop “out of the box” sales strategies/models and evaluate their effectiveness as a measure of ROI on time and energy
  • Attend meetings, sales events and trainings to keep abreast of the latest industry developments
  • Report and provide feedback to management
  • Maintain and expand client database


  • BA/BS degree Required
  • Italian fluency both written and verbal
  • 1-2 years of experience selling or believing you can sell
  • Experience with Salesforce (preferred)
  • B-2-B / Enterprise Sales Experience (preferred)
  • Self-starter, with proven professional success, who is prepared to work in a fast-paced, dynamic high-growth environment
  • Excellent organizational and follow-through skills
  • Highly collaborative - and a great team player
  • Excellent technical aptitude, detail oriented with the ability to manage multiple tasks simultaneously
  • Commands respect via intelligence, knowledge, humility
  • A builder and a visionary - passionate about building the next iconic travel brand!
  • Innovation. Ideal candidate is never satisfied with the status quo... always looking for the next best way to do it


  • Competitive salary and stock options
  • Pension scheme
  • Rest up to 25 days of the year
  • Hybrid working policy: Tuesdays and Fridays in our Shoreditch HQ, the rest from home
  • Work from anywhere in the world for 4 weeks of the year
  • Medicash Health Insurance
  • Maternity and Paternity leave
  • Cycle to work scheme
  • Life Assurance policy
  • Work from a Macbook Pro
  • Learning and development book fund for everyone
  • Speaker sessions (previous speakings include Tedx speakers, CEO of King Founder of Candy Crush and more)
  • Free breakfast every day, stay hydrated with a wide range of teas and coffees, healthy and naughty snacks, drinks on a Friday
  • Huge open plan office full of plants and funky furniture
  • Team lunches & get-togethers!

Plum Guide is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status’.

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