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Senior System Administrator
Actively Reviewing
Gypsy Collective
Job Description
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
IT Operations
💸 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.
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
- Experience with proxy or networking tools;
- Experience working with infrastructure providers such as Hetzner or DigitalOcean;
- Basic scripting or automation skills
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
- 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
- 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
- Enforce access policies and permission management standards;
- Support 2FA enforcement and security-related controls;
- Review audit logs and monitor access-related changes when required
- Maintain hardware and software asset inventory;
- Keep infrastructure documentation and operational procedures up to date;
- Ensure all operational knowledge is properly documented and maintained
💸 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.
Required Skills
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