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 suppor