🌍 Why this role matters

At Gypsy, leadership isn’t just about big ideas — it’s about the clarity, coordination, and focus that bring them to life. As a Business Assistant to our CEO, you’ll play a vital role behind the scenes, ensuring operations run smoothly, priorities stay aligned, and the leadership team stays supported.

You’ll be the trusted right hand helping drive momentum — managing tasks, coordinating across teams, and ensuring nothing gets missed. You’re proactive, detail-obsessed, and thrive in fast-paced environments where things move quickly and purposefully.

🧭 What makes you a great match

• 3+ years supporting C-level executives in an operational, assistant, or project-focused role.
• You’re obsessively organized, deeply reliable, and unshakably calm under pressure.
• Exceptional written and verbal communication skills — you know what to say and when.
• Proactive mindset — you don’t wait to be asked; you get it done.
• Familiar with Slack, Asana, Trello, Notion, and G Suite tools.
• Comfortable working in high-speed environments with shifting priorities.

Requirements

📋 Your daily adventures:

Execution Support for the CEO

• Maintain a structured and up-to-date system of all CEO initiatives, tasks, decisions, and commitments (business and personal).
• Track progress and deadlines proactively, ensuring delivery without requiring additional involvement from the CEO.
• Escalate delays, blockers, and risks in a timely manner with clear proposals for next actions.

Oversight of Priorities Across Stakeholders

• Maintain a consolidated and accurate view of the top priorities and critical deliverables of key team members and departments.
• Monitor progress on commitments made to the CEO and ensure that information reflects reality rather than intentions.
• Provide regular, concise status updates so the CEO always has a clear situational picture without requesting it.

Personal Logistics and Travel Management

• Handle travel arrangements end-to-end (flights, accommodations, transportation, itineraries).
• Coordinate logistics for events, offsites, and engagements.
• Ensure frictionless execution of travel and personal scheduling with minimal CEO involvement.

Information Structure and Documentation

• Organize documents, notes, contracts, and relevant records for fast access and zero loss of information.
• Prepare materials and background information in advance of meetings and interactions when required.
• Ensure that both personal and work-related information are consistently systematized.

Benefits

💸 Flexible payment options: choose the method that works best for you;
🧾 Tax assistance included: we handle part of your taxes and provide guidance on the local setup;
🎁 Financial perks: Bonuses for holidays, B-day, work milestones and more - just to show we care;
📈 Learn & grow: We cover courses and certifications — and offer real opportunities to grow your career with us;
🥐 Benefit Сafeteria: Choose what suits you — sports, language courses, therapy sessions, and more;
🎉 Stay connected: From team-building events to industry conferences — we bring people together online, offline, and on stage;
💻 Modern Equipment: We provide new laptops along with essential peripherals like monitors and headphones for a comfortable workflow;
🕘 Your schedule, your rules: Start your day at 9, 10, or even 11 — we care about results, not clock-ins.