System Administrator at Helpware

Helpware is a global company providing outsourcing and customer operations with teams in the USA, Mexico, Ukraine, Albania, and the Philippines. We partner with innovative companies and help them scale by taking over operational processes so their teams can focus on strategic, high-value work.

About the Role

The System Administrator plays a key role in maintaining and improving the stability, security, and performance of client systems, with a focus on Microsoft Azure and enterprise infrastructure. This position requires solid technical experience, strong troubleshooting skills, and a proactive approach to managing cloud and on-premises environments. You’ll support daily operations, lead mid-size technical initiatives, and collaborate with senior administrators to ensure systems are scalable, secure, and aligned with business needs.

Key Responsibilities

• Administer and optimize Microsoft Azure environments (IaaS, PaaS, SaaS)
• Manage and support Active Directory, Azure AD, group policies, and multifactor authentication
• Monitor and maintain system performance, capacity, and availability
• Implement and maintain security best practices and compliance standards (HIPAA, etc.)
• Perform routine maintenance, patching, and updates across environments
• Troubleshoot and resolve system issues, escalating when necessary
• Develop and maintain automation scripts (PowerShell, etc.) to improve efficiency
• Assist in planning and deploying infrastructure projects and upgrades
• Maintain accurate documentation, change management logs, and runbooks
• Provide Tier 2/Tier 3 technical support for escalated incidents
• Collaborate with cross-functional teams to align IT operations with organizational goals

Requirements

• Bachelor’s degree in IT, Computer Science, or related field (or equivalent experience)
• 3–5 years of experience in system administration or IT infrastructure management
• Hands-on experience with Microsoft Azure and Windows Server environments
• Solid understanding of identity management, authentication, and access controls
• Proficiency in scripting and automation (PowerShell preferred)
• Familiarity with virtualization technologies (VMware, Hyper-V) and backup solutions
• Working knowledge of networking, firewalls, and security principles
• Strong analytical, troubleshooting, and problem-solving abilities
• Excellent communication and time management skills
  

Preferred Skills

• Experience with ITIL or similar operational frameworks
• Knowledge of configuration management and monitoring tools
• Experience with SIEM systems or security monitoring (e.g., Splunk, Sumo Logic)
• Exposure to healthcare IT or compliance environments (HIPAA, SOC 2)

We Offer

• Competitive compensation linked to USD rate

• Medical insurance after the trial period

• English classes

• Corporate training and events

• Opportunity to work in a global company with career-growth potential