Executive Assistant to CEO (Milan)

About the role

Pillar, a fast‑growing construction‑tech startup in Milan, is looking for an Executive Assistant to support its CEO. The role is hands‑on, in‑person, and essential for keeping the CEO’s schedule, communications, and travel flawless as the company scales internationally.

Key responsibilities

• Manage and protect the CEO’s calendar, coordinating across European and Latin‑American time zones.
• Tri­age the inbox, flag urgent items, draft replies, and ensure critical threads are followed up.
• Arrange domestic and international travel, including flights, trains, hotels, and transfers, with contingency plans.
• Organise off‑sites and retreats, handling venues, logistics, budgets, and vendor relationships.
• Prepare and polish decks, board materials, and investor presentations.
• Handle expenses, reminders, vendor coordination, and ad‑hoc tasks that arise unexpectedly.

Required profile

• Exceptionally organized with a track record of never losing information.
• Proactive, anticipating needs before they become problems.
• Trustworthy with confidential and sensitive data.
• Fluent in Italian and English; Spanish is a strong plus.
• Thrives in a fast‑moving startup environment and comfortable with frequent context switching.

Required skills

• Proficiency with modern productivity tools such as Notion, Slack, Claude and other AI‑based applications.

What we offer

• Opportunity to work directly with the CEO of a high‑growth startup.
• Dynamic, international environment with rapid career progression.
• Full‑time, on‑site role in Milan with immediate start.