The ProActive Technology Group
The ProActive Technology Group
The ProActive Technology Group is a New York and Long Island-based managed IT services and consulting company supporting organizations with day-to-day technology operations and larger transformation projects. Its services include managed and co-managed IT, remote and on-site support, cloud solutions, disaster recovery and business continuity, cybersecurity programs such as Zero Trust deployments, audits, and training, as well as hardware procurement and deployment. The company works with clients across manufacturing, healthcare, education, finance, government, hospitality, and nonprofit sectors, serving small and midsized businesses as well as enterprise organizations.

IT Help Desk Technician — Hybrid, West Hollywood

Support Microsoft infrastructure, networks, and business systems for managed-service clients. Handle escalated troubleshooting, onsite implementations, and technical projects across client environments.

Description

  • Implement infrastructure and systems changes across client environments
  • Deploy, configure, and maintain Windows servers, Microsoft 365, Active Directory, and related business applications
  • Support tenant migrations, server upgrades, workstation rollouts, line-of-business application deployments, and other technical initiatives
  • Record completed work, system configurations, and technical findings in ticketing and documentation platforms
  • Configure and troubleshoot switches, firewalls, VLANs, wireless networks, and associated infrastructure
  • Contribute to network refreshes, site deployments, and connectivity improvements across multiple locations
  • Investigate performance, connectivity, and infrastructure problems in client environments
  • Coordinate with internal teams to verify network and systems changes
  • Provide escalated support for server, networking, Microsoft 365, and end-user technology issues
  • Travel to client sites, including hospitality locations, for implementations, troubleshooting, and IT or network remediation
  • Participate in after-hours maintenance, project cutovers, and emergency response as needed

Requirements

  • Strong experience in systems administration and network engineering
  • Hands-on experience with Windows, Microsoft 365, Active Directory, and common third-party business applications
  • Practical experience configuring and troubleshooting VLANs, firewalls, switching, wireless networks, and related infrastructure
  • Ability to complete technical work independently while following established project and service procedures
  • Strong diagnostic skills across infrastructure, networking, and end-user technologies
  • Clear communication and effective collaboration with project managers, service teams, and client stakeholders
  • Managed services or MSP experience preferred
  • Experience supporting multi-site client environments preferred
  • Hospitality technology experience is a plus
  • Familiarity with server migrations, Microsoft 365 implementations, network refreshes, and infrastructure deployments preferred
  • Experience handling both project work and escalated service requests preferred

Benefits

  • Professional development assistance
  • 401(k) plan
  • Health insurance
  • 401(k) matching
  • Paid time off
  • Vision insurance
  • Dental insurance
  • Life insurance

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