Microsoft IT Support Technician / Helpdesk Engineer (MSP/MSSP)

Proactive Risk (www.proactiverisk.com is opening a new office in July.

Location

36 1st Ave, 2nd Floor Denville, NJ 07834
(Hybrid: Remote Support + Onsite Client Visits)

Job Type

Full‑Time

Pay

Competitive hourly rate based on experience + performance incentives
(Discussed during interview)

Job Description

ProactiveRISK is a growing cybersecurity and managed services firm supporting regulated industries including legal, healthcare, and professional services.

We are seeking a skilled and customer‑focused Microsoft IT Support Technician / Helpdesk Engineer to provide day‑to‑day technical support for our clients. This is a high‑impact role—you are part of the team that clients rely on when they need help, guidance, and fast resolution.

This position involves remote support from our Denville, NJ office as well as onsite client visits when required.

Key Responsibilities

Client Helpdesk & Support

• Provide Tier 1–2 technical support to clients via phone, email, and remote tools
• Troubleshoot and resolve Microsoft 365, email, workstation, and connectivity issues
• Deliver timely, professional, and empathetic client support
• Escalate issues appropriately while maintaining ownership through resolution

Microsoft & Cloud Technologies

• Support and administer:
• Microsoft 365 (Exchange Online, Entra ID, Teams, SharePoint)
• Microsoft Exchange 365
• Microsoft Hypervisor / Hyper‑V (basic support)
• Microsoft Lighthouse (MSP tenant management)
• Assist with user onboarding/offboarding and license management
• Support and enforce security and access policies

Apple & Endpoint Management

• Support MacOS and Apple devices in business environments
• Work with:
• Apple Business Manager
• MDM solutions
• Assist with device enrollment, configuration, and troubleshooting

Tools & Platforms

• Remote monitoring and management using NinjaOne
• Documentation and knowledge base maintenance in Hudu
• Assist with automation, scripting, and process improvement where applicable

Networking & Infrastructure (Basic)

• Troubleshoot basic networking issues:
• Ubiquiti networking equipment
• Fortinet firewalls and access points
• Understand VLANs, DHCP, DNS, and basic firewall rules
• Coordinate with senior engineers for advanced network issues

Generative AI & Modern IT Practices

• Use and support Generative AI tools such as:
• Microsoft Copilot, OpenAI ChatGPT, Anthropic Claude
• Leverage AI internally to improve efficiency and documentation

Client & Professional Expectations

• Serve as a trusted technical resource for clients
• Communicate clearly with both technical and non‑technical users
• Represent ProactiveRISK professionally during onsite visits and meetings
• Maintain accurate ticket notes and documentation

Required Qualifications

• Experinced IT support or helpdesk experience (MSP experience preferred)
• Strong knowledge of Microsoft 365 and Windows environments
• Experience supporting MacOS in business environments
• Familiarity with MDM and endpoint management
• Solid troubleshooting and problem‑solving skills
• Excellent customer service and communication skills
• Reliable transportation for onsite client visits

Preferred Qualifications

• MSP or MSSP experience
• Familiarity with:
• NinjaOne
• Hudu
• Microsoft Lighthouse
• Ubiquiti and Fortinet environments
• Interest in cybersecurity best practices
• Experience using Generative AI tools in IT workflows
• Veteran, First Responder A++

Why Join ProactiveRISK?

• Be a trusted, front‑line technical resource for clients
• Work with modern Microsoft, Apple, and security‑focused environments
• Exposure to cybersecurity, compliance, and regulated industries
• Opportunity for growth into senior engineer or security‑focused roles
• Work with a small, experienced team where your contributions matter

Schedule

• Monday to Friday
• Occasional onsite client visits during business hours

Pay: $40,960.00 - $51,200.00 per year

Benefits:

• 401(k)
• Flexible schedule

Work Location: In person