Careers with Leo Trippi

Join the Leo Trippi Team

Leo Trippi is an award-winning specialist travel company providing luxury chalets & tailor-made mountain trips around the world. We have been recognised as the "World's Best Ski Travel Agent" at the World Ski Awards for 12 consecutive years, making us the leading mountain specialists in planning luxury ski holidays and experiences. Every member of our team is passionate about the mountains and we pride ourselves on pushing boundaries and ensuring that our discerning clients have an outstanding holiday every time

Rooted firmly in the Alps, Leo Trippi has representative offices in key resorts across Switzerland, as well as a larger office in the Cotswolds (UK) and our latest office in Dubai. Many of our team members travel out to resorts regularly during the season to visit properties and meet with clients and partners.

As we are an agent/tour operator, we do not employ any seasonal winter staff directly. However, we are always on the lookout for culturally aware, dynamic and driven individuals who are passionate about skiing and the mountains to join our team.

Current Vacancies:

Senior Chalet Specialist

Leo Trippi is one of the best-known names in luxury Alpine travel, with an exceptional portfolio of chalets across destinations including Verbier, Courchevel, St. Moritz and beyond.

This role would suit someone confident and naturally personable, with the experience to build trust quickly and guide clients smoothly from enquiry to booking. You should enjoy being part of a small team, feel comfortable handling discerning travellers, and bring an energetic, thoughtful and professional approach.

What you will do:

Manage chalet enquiries from first contact through to booking and handover
Develop a strong knowledge of the portfolio so you can guide clients towards the most suitable options
Build rapport quickly and put clients at ease from the start
Qualify enquiries intelligently and match each enquiry to the most suitable resorts and properties
Create tailored proposals and thoughtful follow-ups that help secure bookings
Keep enquiries moving and stay on top of every detail
Convert enquiries while protecting the guest experience, partner relationships and brand standards
Keep CRM records accurate and up to date
Work closely with our concierge team to ensure a client’s experience runs smoothly from enquiry to the end of their stay.
Help build repeat business through consistently strong client care

What we are looking for:

Strong experience in luxury travel, premium sales, hospitality, property or another client-facing role
A genuine interest in skiing and the mountains, and a good understanding of ski resorts and the chalet market
A confident, personable manner and the ability to put clients at ease quickly
Good instincts when it comes to understanding what a client is really looking for
Strong written and spoken communication - French or German would be an advantage
Energy and a sense of humour combined with a well-organised, calm, proactive approach, with the ability to prioritise and deliver results

Why join Leo Trippi:

Leo Trippi is a small, welcoming team with high standards and a strong reputation in luxury Alpine travel. People work closely together, support one another and take pride in doing things properly.

This is a chance to learn from and contribute to an experienced team, work with an exceptional chalet portfolio and build real knowledge in a specialist market. You will have the opportunity to grow quickly, take on responsibility and become part of a business where your contribution genuinely matters.

Salary and working pattern:

Salary: Dependent on level of experience
Hours: Full-time
Location: Near Cirencester
Working pattern: Hybrid, with 3 fixed days a week in the office and 2 days working from home
Occasional travel may be required

To apply:

Please send your CV along with a brief cover note explaining why the role would suit you, including any relevant skiing, resort or luxury travel knowledge. You are also welcome to include an example of a client, customer service or sales situation you handled particularly well, and why it worked.

Email: careers@leotrippi.com

Junior Chalet Specialist

Leo Trippi is one of the best-known names in luxury Alpine travel, with an exceptional portfolio of chalets across destinations including Verbier, Courchevel, St. Moritz and beyond.

We are looking for a Junior Chalet Specialist to join our sales team near Cirencester, Gloucestershire. This role would suit someone bright, warm, and naturally personable, with the energy to learn quickly and the confidence to handle discerning clients. You do not need years of experience, but you should enjoy working with others, be comfortable speaking with discerning clients, and take a thoughtful, professional approach to your work.

This is a great opportunity for someone who wants to build a career in luxury travel, learn a specialist market properly and be part of and contribute to a small, experienced team.

What you will do:

Help manage chalet enquiries from first contact through to booking and handover
Learn the portfolio in depth so you can guide clients towards suitable options
Build rapport quickly and put clients at ease from the start
Qualify enquiries intelligently and match each enquiry to the most suitable resorts and properties
Prepare tailored proposals and thoughtful follow-ups
Keep enquiries moving and stay on top of every detail
Support the team in turning enquiries into bookings while maintaining a high standard of service
Keep CRM records accurate and up to date
Work closely with our concierge team to ensure a client’s experience runs smoothly from enquiry to the end of their stay.
Play a part in building repeat business through strong client care

What we are looking for:

A genuine interest in skiing and the mountains, with an eagerness to build strong resort and product knowledge
A warm, confident and positive manner
Strong written and spoken communication
Good organisation, time management and attention to detail
A willingness to learn quickly and get properly stuck in
Energy, enthusiasm and a genuine enjoyment of working as part of a team
A calm, helpful and professional approach

Why join Leo Trippi:

Leo Trippi is a small, welcoming team with high standards and a strong reputation in luxury Alpine travel. People work closely together, support one another and take pride in doing things properly.

This is a chance to learn from an experienced team, work with an exceptional chalet portfolio and build real knowledge in a specialist market. You will have the opportunity to grow quickly, take on responsibility and become part of a business where your contribution genuinely matters.

Salary and working pattern:

Salary: £26,000 to £32,000 depending on experience
Hours: Full-time
Location: Near Cirencester, Gloucestershire
Working pattern: Hybrid, with 3 fixed days a week in the office and 2 days working from home
Occasional travel may be required

To apply:

Please send your CV along with a brief cover note explaining why the role would suit you, including any relevant skiing, resort or luxury travel knowledge. You are also welcome to include an example of a client, customer service or sales situation you handled particularly well, and why it worked.

Email: careers@leotrippi.com

Leo Trippi Perks:

Exciting opportunities to travel and learn more about our properties/destinations across the Alps, as well as meeting local suppliers
Pension (NEST)
Company MacBook, iPhone and other equipment as needed
Fun and friendly team with occasional lunches at the local pub and team socials
Stunning office set in the Cotswold countryside