Venture is looking for a motivated and experienced Microsoft 365 Specialist to join our managed services team. You will interact with clients to help design, manage and troubleshoot their IT systems and serve as an escalation point for L1 and L2 technicians. You will have a wide range of experience with different systems, a passion for learning current technologies, and a keen attention to detail. You should enjoy solving complex technical problems and helping clients get the most out of their IT.

Roles & Responsibilities

Perform remote and on-site tech support of hardware, software and network issues for various clients

Design and implement network and server solutions to fulfill clients' business requirements

Proactively monitor ticketing system to ensure timely resolution of client tech support issues

Keep customers informed of incident progress, notify them of upcoming changes or outages

Follow change management procedure for all changes to client environments while striving to maintain industry Best Practices within all client sites

Discuss solutions/incidents/requests with a diverse group of technical personnel, managers, and executives

Access industry resources including product documentation, knowledge base articles, FAQs, and online resources to aid in incident resolutions

Assist technical support team members with any issues needing help or escalation

Strive to understand and improve IT infrastructure and help build standards to improve client reliability and maintainability

Work with assigned project leads and project managers, working assigned tasks and within defined project scope and milestones to ensure the successful deployment of projects for our clients

Assist the project management team with creating IT proposals and plans

Professionally document all work performed and submit accurate timesheets

Leverage front‑line client experience to identify sales opportunities





Work with sales to create proposals for clients for new equipment or services

Perform additional duties as directed by management in relation to your area of expertise

Technical Skills
Experience managing, configuring and deploying the following:

Microsoft Windows Server 2016+

Microsoft SQL Server 2016+

Microsoft Hyper‑V 2008+

Microsoft 365 Identity and Access Management, Exchange Online, SharePoint, and Intune

Microsoft Azure

VMware vSphere 7.0+

Cisco, Palo Alto, and Juniper switches, routers, and firewalls

Network monitoring systems (SNMP, syslog, NetFlow)

Backup software including Veeam and Datto

RAID including various RAID controllers and general RAID knowledge

SAN and NAS devices including iSCSI and NFS configuration

VoIP including FreePBX, Asterisk, Cisco UC, Microsoft Teams, etc.

Preferred Skills

Microsoft 365 Purview, Dynamics, Power Automate, and Fabric

Routing, VLAN, and VPN technologies

Automation and scripting, preferably in PowerShell

Linux server administration

Qualifications

2+ years minimum experience working at a managed IT services provider (MSP) in a System Administrator capacity

Obtained industry certifications such as Cisco, Microsoft, VMware, Palo Alto, Veeam

Be proactive in nature, identifying problems in advance and looking for continuous service improvement opportunities

Ability to multi‑task with multiple clients under tight deadlines

Ability to conduct research into a wide range of computing issues is required

Ability to effectively prioritize and execute tasks in a high‑pressure environment

Possess and demonstrate excellent verbal and written communication skills

Possess and demonstrate excellent interpersonal skills as a must for this customer‑facing role

Proven technical, analytical and problem‑solving skills

Highly self‑motivated and directed with a passion for technology and IT

Valid Ontario driver’s license – some client on‑site visits may be required

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📌 Microsoft 365 Specialist (Ontario)
🏢 Venture
📍 Ontario