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.
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.
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