Account Executive Alta Valtellina - based in Bormio/Livigno (all genders)

Holidu is one of the world’s fastest-growing vacation rental technology companies. Our mission is to make booking and hosting holiday homes free of doubt and full of joy, by helping hosts generate more bookings with less work and helping guests find a holiday home they truly enjoy. Our team of 700 colleagues from 60+ nations shares a passion for tech, an ambition for constant improvement, and a relentless drive to bring the best experience to more than 40k vacation rental hosts and 4 million annual guests.

About us

Holidu is one of the world’s fastest-growing holiday rental technology companies. Our mission is to make booking and hosting holiday homes free of doubt and full of joy, by helping hosts generate more bookings with less work and helping guests find a holiday home they truly enjoy. Our team of 700 colleagues from 60+ nations shares a passion for tech, an ambition for constant improvement, and a relentless drive to bring the best experience to more than 40k holiday rental hosts and 4 million annual guests.

Your future team

Become a key member of our Milan Sales Team while working remotely from Bormio/Livigno. As we expand our presence in Italy, you will play a crucial role in supporting the establishment and success of our team in the Northwest of Italy. This is an exciting opportunity to contribute to the growth and culture of a dynamic and ambitious team. As a key member of the Milan team, you will collaborate with colleagues to drive our mission forward while fostering a motivated and innovative work environment.

What you will do

This is a true full-cycle role: you own the entire commercial relationship with a host — from winning them as a new customer to growing their revenue and retaining them long term. Your ultimate goal is revenue growth across the portfolio you build and sign in Alta Valtellina.

• Build your own network: generate your own leads, open doors, and grow a strong local presence among vacation rental owners across Alta Valtellina.

• Own the full sales cycle: from prospecting and cold outreach to setting up your own meetings, pitching face to face, and closing the contracts.

• Stay close to your region: spend most of your time in the field, conducting business trips and attending or organising networking and lead-generating events to keep your pipeline full.

• Bring hosts live: once new hosts are on board, coordinate their go-live and onboarding together with our product and content teams to set the relationship up for growth.

• Grow & retain your portfolio: take full ownership of the post-sales relationship — keep your signed hosts engaged, advise them on how to get the most out of our product, and actively work on retention so your portfolio keeps performing.

• Drive revenue growth: this is the heart of the role. Continuously increase the revenue of your accounts by analysing performance data, spotting opportunities, and developing solution-oriented strategies — while rigorously tracking your activity and monthly targets.

• Travel to our Milan office for one working week per quarter, (accommodation costs covered by the company) to collaborate closely with your team and participate in trainings and team activities.

Our salary package reflects your background and expertise. For a mid-level Account Executive based remotely in Alta Valtellina, the typical starting range we offer is an OTE (on-target earnings) of 41.000€ - 48.260€ gross per year, the final offer depends on your skills and qualifications. Of this, 70% is typically fixed and 30% variable.
Your variable pay rewards results and comes with real upside: strong over-achievement is boosted by a multiplier of up to 1.3x, and there is significant headroom to earn well beyond target, up to 350% of your variable target.
We hire this role at different levels. If your experience points to a more junior or senior level, the title, scope and package are adjusted accordingly. If you meet most of what we describe here, please apply and we will find the right fit together.

What you bring

• A self-starter mentality: a high level of self-motivation, and a genuine love for being out in the field, building a network and opening doors.

• Networking & persuasion: strong networking and communication skills, and the ability to convince hosts both on the phone (incl. cold calling) and face to face.

• A commercial drive: a results-oriented mindset with a genuine motivation to grow revenue, retain customers and hit your targets.

• The right mindset: a positive, empathic and solution-driven attitude, with the ability to work in a responsible and organised way.

• Helpful, not mandatory: experience in sales, account management, tourism or online business.

• Languages: near native Italian skills and fluent English skills.

• Mobility: willingness to travel frequently across Alta Valtellina, a valid driver's license and personal vehicle for business trips.

What we offer

• Impact: Shape the future of travel with products used by millions of guests and thousands of hosts. At Holidu ideas become products, data drives decisions, and iteration fuels fast learning. Your work matters—and you’ll see the impact.

• Learning: Grow professionally in a culture that thrives on curiosity and feedback. You’ll learn from outstanding colleagues, collaborate across disciplines, and benefit from mentorship, and personal learning budgets—with a strong focus on AI.

• Great People: Join a team of smart, motivated and international colleagues who challenge and support each other. We celebrate wins and keep our culture fun, ambitious and human. Our customers are guests and hosts—people we can all relate to—making work meaningful and energizing.

• Technology: Work in a modern tech environment. You’ll experience the pace of a scale-up combined with the stability of a proven business model, enabling you to build, test, and improve continuously.

• Flexibility: Work a remote setup with one working week per quarter in Milan for collaboration, and spend up to 8 weeks a year from other inspiring locations. You’ll stay connected through regular events and meet-ups across our almost 30 offices.

• Perks on Top: Of course, we also offer travel benefits, gym discounts, and other perks to keep you energized—but what truly sets us apart is the chance to grow in a dynamic industry, alongside amazing people, while having fun along the way.

Apply now!

Apply online on our career page! Your first travel contact will be Gloria from HR.
We are committed to diversity in all aspects of our business. We encourage applications from all genders, all corners of the world and all individual backgrounds. You are welcome to submit your application without a photo and without stating your gender, date of birth, marital status, nationality or disability status (if applicable).
If you require any special assistance when arranging interviews, office visits or the recruitment process in general, please contact the relevant HR person responsible for this job and we will do our best to accommodate your needs.