Job Description
We are looking for a Semi-Senior Systems Administrator Assistant to support day-to-day IT operations, team member onboarding and offboarding, software administration, documentation, troubleshooting, and systems maintenance.
This person will play a key support role in keeping our internal systems stable, secure, documented, and up to date. The role combines hands-on technical support with operational discipline, documentation ownership, and coordination across multiple business tools and environments.
The ideal candidate is organized, proactive, technically solid, and comfortable supporting both Windows and Mac environments in a remote team setting.
Key responsibilities: Systems and software administration
- Support the administration and maintenance of core business systems and internal tools
- Manage and maintain software rollouts, updates, testing, and team enablement
- Help maintain secure, stable, and documented IT operations across the organization
- Assist with implementation of new software and internal process improvements
- Test software updates before production rollout when needed
Google Workspace administration
- Manage users, groups, and organizational units
- Maintain shared drive policies and access structures
- Support retention and DLP policy administration
- Manage phishing and spam quarantine rules and alerts
- Support Google Classroom additions and rollouts
- Maintain calendar access and shared calendar setup for team members
Server and endpoint support
- Support Windows Server environments, including administration and troubleshooting
- Monitor local server usage, sessions, and resource assignments
- Assist with local hard drive expansions and compactions
- Support local and remote application troubleshooting
- Help maintain endpoint readiness for both Windows and macOS users
- Monitor and troubleshoot remote connectivity, including Twingate, Remote Desktop, and local internet issues
Backup, recovery, and security support
- Monitor backups and confirm successful completion
- Validate standby image boot success through backup tools
- Support antivirus deployment, incident response, remediation, and documentation
- Help maintain disaster recovery documentation based on architecture changes, incidents, and recovery reports
- Support cybersecurity tool administration and training rollouts
- Coordinate monthly testing and staggered rollouts where needed
Application support and maintenance
Support updates, installations, and troubleshooting for business-critical applications, including:
- Lacerte
- QuickBooks Desktop
- W2 / 1099 software
- Tic Tie Calculate
- CCH ProSystem Engagement
- Checkpoint Tools
- 8x8
- Adobe Acrobat DC
- Coalition cybersecurity training tools
Team member onboarding and offboarding
- Prepare and configure accounts, devices, and system access for new team members
- Install and configure required software and tools
- Create and manage user accounts across Workspace, domain, Twingate, ActivTrak, Bitwarden, and other platforms
- Assign permissions, groups, shared drives, calendars, and tool access
- Set up local server sessions, default printers, and role-specific application settings
- Support offboarding by disabling access, removing accounts, and coordinating equipment and system records
Documentation and operational support
- Maintain IT and operations documentation
- Maintain internal and external disaster recovery documentation
- Update records based on incident reports, recovery actions, and architectural changes
- Maintain team member furniture and equipment registers
- Track technical processes and contribute to operational clarity
- Support ticketing workflows and escalate issues that cannot be resolved directly
Reporting and support coordination
Maintain RPA functionality and connectivity (not code related issues).
Compile and share team metrics based on RPA exports
Support internal ticket management and escalation processes
Guide and support technical team members with access, training, and system use
Evaluate proposed software applications and provide feedback
3+ years of relevant IT support, systems administration, or technical operations experience
Hands-on experience with Windows Server environments, ideally including Windows Server 2019 and 2022
Working knowledge of Active Directory
Experience administering Google Workspace
Strong troubleshooting skills across remote access, endpoint, software, and connectivity issues
Familiarity with both Windows and macOS support
Basic networking knowledge for remote team member setup and issue resolution
Strong documentation and organizational skills
Ability to manage multiple ongoing tasks with good attention to detail
Clear written and verbal communication skills
Comfortable working independently in a remote support environment
Nice to have
- Exposure to Windows Server 2025
- Basic scripting knowledge
- Experience with Malwarebytes
- Experience with Cove / N-able Backup
- Familiarity with Ubiquiti Console
- Experience with Twingate, ActivTrak, Bitwarden, 8x8, and accounting or audit software environments
- Experience supporting professional services, accounting, or tax teams
What success looks like in this role
- New team members are onboarded smoothly and on time
- Offboarding is complete, secure, and well documented
- Systems and tools remain updated, reliable, and well maintained
- Backups, antivirus, and recovery processes are monitored consistently
- Team members receive timely and effective technical support
- Documentation stays current and useful
- Escalations are handled clearly and efficiently
Skills and profile
- Organized and process-driven
- Strong sense of ownership
- Calm under pressure
- Good problem solver
- Service-oriented mindset
- Comfortable balancing technical work with operational follow-through
- Able to communicate clearly with both technical and non-technical users
