Senior System Administrator

Robert Half is exclusively partnered with a well-established organization in Newmarket that is looking to hire a Senior Systems Administrator to lead infrastructure, security, and IT operations across the business. This is a highly visible role that combines hands-on technical leadership with stakeholder engagement, vendor management, and strategic planning. The successful candidate will play a key role in modernizing the environment while helping the organization move further toward a cloud-first future. What You'll Be Working On This is not a traditional "keep the lights on" Systems Administrator position. The goal is to bring in someone who can take ownership of infrastructure operations, lead continuous improvement initiatives, and become the go-to infrastructure resource for the business. Responsibilities include: • Owning day-to-day infrastructure and operational support • Managing and mentoring the Network Administrator • Partnering with the MSP and managing the vendor relationship • Responding to issues affecting internal users and external clients • Identifying opportunities for infrastructure improvements and modernization • Making security recommendations and driving best practices • Supporting disaster recovery, redundancy, and business continuity initiatives • Leading and contributing to infrastructure-related projects • Acting as a trusted technology advisor to leadership and business stakeholders This role offers significant autonomy and influence, with the objective of allowing the VP, IT to transition away from day-to-day operational IT responsibilities. Technology Environment • Microsoft environment • Hybrid Active Directory • Azure / Entra ID • Windows Server • Exchange Online & on-prem Exchange • SQL Server • SharePoint • Sophos Firewalls • DNS / DHCP • Virtualization technologies • PowerShell automation • Telephony and voice technologies • Disaster recovery and redundancy solutions Upcoming Projects • Enhancement of disaster recovery and redundancy capabilities • Continued cloud transformation initiatives • Client portal deployment and supporting infrastructure • Ongoing telephony modernization projects • Security improvements and operational automation What We're Looking For • 5+ years of infrastructure, systems administration, or IT operations experience • Strong Microsoft infrastructure expertise • Experience supporting hybrid cloud environments • Network, security, and systems administration experience • Strong troubleshooting and problem-solving skills • Experience managing vendors or MSP relationships • Excellent communication and stakeholder management abilities • Comfortable working directly with clients and senior leadership • A passion for technology and continuous improvement • Automation mindset with PowerShell or similar scripting experience Why Consider This Opportunity? • Opportunity to become the senior infrastructure leader within the organization • Broad ownership across infrastructure, security, operations, and vendor management • Executive visibility and influence • Stable organization with a long-tenured technology team • 100% employer-paid benefits • RRSP matching up to 6% • Annual salary reviews • Paid certifications and professional development • Free onsite parking • 7-hour workday (8:30am - 4:30pm)