Private Staff, PA, Yacht & Ski Vacancies

Private Personal Assistant | Fashion Designer | Milan

Highly Competitive Salary|Milan, Italy|Permanent

The Staff Directory is seeking an experienced Private Personal Assistant to support an internationally recognised fashion designer based in Milan. This is a highly confidential search, with further details available to shortlisted applicants only.

This is a varied, hands-on position spanning the principal’s private life, household, properties and professional commitments. From coordinating travel and overseeing property projects to managing diaries and supporting fashion-related engagements, the successful candidate will bring organisation, sound judgement and a discreet approach.

The role would suit someone who enjoys working closely with a principal, anticipates what needs doing and follows through reliably. Previous experience within fashion or a creative environment would be welcome, alongside a strong background in private or lifestyle PA support.

Responsibilities

Property and household coordination

  • Oversee the day-to-day running of the principal’s private residence.
  • Coordinate household staff, including cleaners, the chef and drivers, alongside external service providers.
  • Arrange property maintenance, repairs and regular servicing.
  • Project-manage property alterations and renovations, liaising with architects, contractors and designers.
  • Maintain household inventories.

Personal administration and diary management

  • Manage complex diaries, appointments and time-sensitive schedules for the principal and the principal’s son.
  • Handle personal administration, including passports, visas, medical bills and household accounts.
  • Liaise with accountants and legal representatives as required.
  • Maintain accurate records and ensure personal information is stored securely.

Travel and logistics

  • Arrange commercial travel through travel agents and coordinate private flights with the aviation team.
  • Research and organise holidays, accommodation and detailed itineraries.
  • Coordinate luggage, hotels and local ground transport.
  • Occasionally accompany the principal on business trips, including at short notice.

Lifestyle and professional support

  • Help organise private dinners, events and industry functions.
  • Provide practical support around fashion shows, shoots and other high-profile engagements.
  • Source and coordinate personal and professional gifts.

Key requirements

The Candidate

We are looking for an experienced private or lifestyle PA who can manage competing priorities while remaining calm, attentive and professional.

Essential qualities include:

  • Fluent spoken and written Italian and English.
  • Previous experience in a comparable private or lifestyle PA role.
  • Excellent organisation, attention to detail and follow-through.
  • The ability to anticipate needs, use initiative and exercise sound judgement.
  • Confidence communicating with household staff, contractors, creative teams and high-profile contacts.
  • Discretion, emotional intelligence and respect for professional boundaries.
  • Flexibility to accommodate changing schedules, extended hours and occasional travel at short notice.

Experience supporting a principal within fashion, the creative industries or a high-net-worth environment would be particularly relevant.

The Package

  • Full-time, permanent position based in Milan.
  • Competitive salary, dependent on experience.

To apply, please submit your CV and a brief covering statement outlining your relevant experience and Italian and English language proficiency.

Start date: 2 November 2026

Submit your CV

Apply today

Please submit your application using the CV uploader. If you would like to send additional documents or a covering letter, please email them to office@thestaffdirectory.com

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      To discuss your staff enquiry, please call us on +44 (0)208 402 9616. Alternatively, please complete the client enquiry form below.







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        To discuss your staff enquiry, please call us on +44 (0)208 402 9616. Alternatively, please complete the client enquiry form below.







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