Senior System Administrator

We're Gypsy Collective. The digital world is evolving faster than ever. New opportunities, new challenges, new ambitious goals. That’s why strong businesses need strong people. 

Gypsy Collective is an exclusive talent partner for selected brands. We help our partners attract exceptional talent by building long-term relationships and becoming deeply integrated into their business, culture, and growth ambitions.

We are looking for a proactive and reliable System Administrator who will help maintain and improve our internal infrastructure, support employees across the company, and ensure smooth day-to-day IT operations. You will play a key role in managing access, devices, internal systems, and supporting operational security processes while working closely with the SysAdmin team.

Requirements

🧭 What Makes You a Great Match

Must-have

• 4+ years of experience in System Administration or IT Operations;
• Strong hands-on experience with macOS administration;
• Proven experience managing Apple device fleets;
• Solid understanding of Linux administration basics;
• Experience administering Google Workspace environments;
• Good understanding of networking fundamentals (DNS, VPN, TCP/IP);
• Experience with Identity & Access Management processes;
• Familiarity with internal support and ticketing systems;
• Strong documentation and process discipline;
• English level: Upper-Intermediate or higher.

Nice-to-have

• Experience with proxy or networking tools;
• Experience working with infrastructure providers such as Hetzner or DigitalOcean;
• Basic scripting or automation skills.

📋 Your Daily Adventures

IT Operations

• Support daily administration of internal IT infrastructure and corporate tools;
• Manage user access provisioning and deprovisioning processes;
• Coordinate employee onboarding and offboarding;
• Assist internal users with infrastructure, access, and device-related issues.

SysAdmin Team Coordination

• Coordinate daily workload across SysAdmin support levels (L1 & L2);
• Monitor support queues and ensure effective ticket distribution;
• Maintain SLA compliance across support operations;
• Act as an escalation point for complex technical issues.

Infrastructure Support

• Administer and support Google Workspace services;
• Manage VPN and network access configurations;
• Support endpoint and device administration processes;
• Maintain and troubleshoot internal systems and tooling.

Security & Access Control

• Enforce access policies and permission management standards;
• Support 2FA enforcement and security-related controls;
• Review audit logs and monitor access-related changes when required.

Documentation & Asset Management

• Maintain hardware and software asset inventory;
• Keep infrastructure documentation and operational procedures up to date;
• Ensure all operational knowledge is properly documented and maintained.

Benefits

💸 Flexible payment options: choose the method that works best for you;
🎁 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.

If this role sounds like a good fit for you, we’d love to hear from you — apply and tell us a bit about yourself.