Skip to Content

Senior Cloud and System Administrator

Permanent. Reports to the Operations Manager.

Lawyers’ Professional Indemnity Company (LAWPRO®) is an insurance company that provides professional liability insurance to lawyers in private practice in Ontario and provides TitlePLUS title insurance coast-to-coast. We are a highly rated insurance company with an “A” rating from A. M. Best, a leading rating agency. Our central downtown location, our high-functioning professional staff, and our commitment to working with employees to help them realize their career development goals are company trademarks.

Job Description

We are looking for a versatile and experienced Senior Cloud and Systems Administrator to join our Operations team at LAWPRO. Working under the direction of the Operations Manager, the Senior Cloud and Systems Administrator will lead and/or participate in Cloud and Infrastructure projects, day-to-day operations, and end user support. The Senior Cloud and Systems Administrator will be involved in the provisioning, installation, configuration, operation, support, maintenance, documentation, and/or retirement of system hardware, software, and related infrastructure. In addition to outstanding technical skills and imagination, we are looking for an individual who understands and can relate to business users and issues. Customer focus, superior communication skills, and the ability to manage multiple tasks and priorities at the same time are essential.


Mandatory experience and qualifications:

  • in-depth experience with Active Directory, Group Policy administration
  • in-depth experience with Azure, AWS, and Office 365 Platforms
  • in-depth experience with server virtualization and storage area network technology
  • in-depth experience with current Windows PC and server configuration and maintenance
  • in-depth knowledge of technology backup tools, administration, and configuration
  • Knowledge of networking and firewall platforms, concepts and troubleshooting techniques
  • knowledge of VOIP and wireless technology
  • knowledge of mobile device management tools and techniques
  • knowledge of web technology and web server administration
  • knowledge of ITIL principles (e.g., change management, incident management)
  • knowledge of Linux, Android, and iOS operating systems
  • knowledge of security software and tools
  • knowledge of scripting, tools, and techniques
  • proven ability to learn new technologies quickly
  • adaptable, flexible, and able to accept change

Core Responsibilities


  • Must have strong creative, analytical, and problem-solving skills in Azure and VMWare
  • Strong communication skills with customers, teammates, management, and vendors
  • Provide thorough ticket updates
  • Monitoring and alert response
  • Ability to manage multiple projects and tasks efficiently and simultaneously
  • Ability to deal with ambiguity and change
  • Ability to work independently and in a team environment
  • Ability to take tasks to completion


  • Follow ITIL practices regarding incident, problem, and change management
  • Perform administration of various cloud technologies such as Microsoft Azure and AWS – IaaS and PaaS services delivering storage, networking, identity and access management, compute, auditing, compliance
  • Perform administration of VMWare, Windows servers, and Linux Operating systems
  • Create and maintain comprehensive documentation of all projects, technical procedures, best practices, and administrative processes
    Perform any additional tasks as required


  • Deploy new services and environments as required
  • Create, update, and maintain internal build documents and runbooks
  • Help research, develop, and implement new services, tools, and software
  • 8+ years of experience in infrastructure management and design, with a focus on customer service and complex technical assistance
  • 3+ years of experience with cloud technology; IaaS, PaaS, DRaaS, and Microsoft 365, Intune
  • Experience with Scripting and Automation Technologies: Bash, PowerShell
  • Strong understanding of networking concepts in the cloud: VPCs, Internet Gateways, ELBs, Routing and Peering, NSGs
  • 8+ years of Windows and Linux administration required with at least some of the following: RHEL, Ubuntu, IDP/SSO/SAML, MS IIS, MS Windows Server, MS SQL Server, MS Active Directory, Azure Active Directory
  • Experience with ticketing and monitoring systems
  • Experience with cloud native and traditional on-premise backup and recovery solutions
  • Excellent communication skills, both written and verbal
  • After-hours availability required, evenings and weekends
  • One or more certifications, or experience with, or specialized training in related technologies: Microsoft 365, Microsoft Azure, RHEL, ITIL, Security +, Network +, MCSE, MCITP, etc.

Deadline for Applications is October 22, 2021

It is preferred that the candidate email their resume and cover letter to [email protected]

LAWPRO is committed to providing employment in accordance with the Accessibility for Ontarians with Disabilities Act. 2005. Please be advised that accommodation is available in our recruitment processes to all applicants with disabilities, upon request.

Back to top