CEO's Office Trainee

General Company Overview

TrueTrips (formerly TrueGreece) is an award-winning luxury travel company that has set the benchmark for bespoke European travel for discerning American travelers for over two decades. Recognized by Condé Nast Traveler and Travel + Leisure, we combine deep expertise, meticulous design, and privileged access to craft extraordinary journeys across 14 European countries.

Alongside TrueTrips, our portfolio includes ownership of The Petra Hotel in Patmos, a member of Small Luxury Hotels of the World and a beacon of authentic island hospitality. The Petra embodies understated elegance and world-class service. Together, TrueTrips and The Petra carry forward our vision of redefining luxury travel and hospitality in Greece and beyond for decades to come.

About the Founder & CEO

At the helm is Christos Stergiou, an entrepreneur who has spent the last two decades building pioneering businesses in luxury travel, hospitality, and technology. He is the founder of TrueTrips; the owner of The Petra Hotel in Patmos, a member of Small Luxury Hotels of the World; and the co-founder of Triparound, a global travel technology platform with ambitions to reshape the industry worldwide.

From setting benchmarks in bespoke travel and luxury hospitality to driving innovation on a global scale, Christos is embarking on his next chapter to scale these businesses to new heights — and to build a new generation of talented professionals to grow and excel alongside him.

Job Brief

We are looking for a
CEO's Office Trainee (Entry Level)
to support the CEO and senior leadership in day-to-day business operations and projects. This is an
entry-level role designed for recent graduates or junior professionals (0–3 years of experience)
who want to grow in a high-performance, international environment.

As part of your development, you will receive
comprehensive training in accounting, supplier relations, and seasonal rate setup
. In addition, before your summer assignment, you will undergo
extensive preparation in hotel operations
, ensuring you are fully equipped to support our boutique property.

During the
summer season (May–September)
, you will relocate to
the_Petra Hotel
in Patmos to gain hands-on experience in
reception and concierge guest services
, learning how a Small Luxury Hotels of the World property delivers excellence in hospitality.

This unique pathway — combining
business operations and luxury hospitality
— will give you broad exposure and prepare you for future leadership roles within TrueTrips and beyond.

Responsibilities

• Support the CEO and leadership team in day-to-day operations and projects.
• Assist with accounting tasks such as logging invoices and reconciliations.
• Contribute to supplier communications, seasonal contracts, and rate setup.
• Prepare reports, presentations, and research to support data-driven decisions.
• Pre-Patmos Training:
  Participate in extensive preparation in hotel operations to be ready for the guest-facing role at The Petra Hotel.
• Summer Season (May–September, Patmos):
  Apply your knowledge at The Petra Hotel in reception & concierge guest services, supporting guest relations and front-desk operations.

Requirements

• Bachelor's degree from an accredited university (fields preferred but not limited to Business, Economics, Accounting, Tourism).
• Excellent command of English and Greek (written and spoken).
• Proficiency in Microsoft Office; familiarity with digital tools is a plus.
• Strong organizational, analytical, and communication skills.
• Curiosity, creativity, and a problem-solving mindset, with a strong focus on excellence.
• 0–3 years of work experience; this role is designed for juniors.
• Flexibility and willingness to relocate to Patmos from May to September each year.

Benefits

• Competitive salary with clear growth and career development opportunities.
• Structured training in both international business operations and luxury hospitality.
• Direct exposure to the CEO and senior leadership.
• Summer placement at a world-class Small Luxury Hotels of the World property.
• Participation in our Corporate Travel Program.
• Private healthcare from the 2nd semester of employment.

Application

All applications will be treated with the utmost confidentiality. Interviews will be conducted in both English and Greek. Applications should include a cover letter and a CV written in English (CVs in Greek will not be considered).