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Remote Weekend Information Technology Jobs in Toronto, ON

This role can be remote but needs to be able to visit local businesses in the GTA. What you'll do ... Rotate with other team members to be on call during after hours and weekends. Requirements * Strong ...

... IT Specialist. This role is ideal for someone 1-2 years into their IT career who wants to go ... Coordinate laptop ordering, pre-configuration (Windows 11 and macOS), and shipping to remote ...

Experience managing remote resources an asset * Ability to work independently * Experience with ... Minimum of 10 years IT Support experience, minimum of 3 years in a management capacity. * Degree in ...

Position: IT Services & Consulting Expert Type: Contract Compensation: $70-$80/hour Location ... Remote Role Responsibilities * Construct enterprise consulting scenarios spanning $1M+ engagement ...

Position: IT Services & Consulting Expert Type: Contract Compensation: $70-$80/hour Location ... Remote Role Responsibilities * Construct enterprise consulting scenarios spanning $1M+ engagement ...

Systems Engineer

Toronto, ON · Remote

CA$80K - CA$90K/yr

Mostly remote - will be expected onsite as and when needed (~1-2 x per month) * Location: Toronto ... Strong knowledge of cloud computing and IT Ops Automation * Experience with TCP/IP protocol ...

Director, US IT Asset Management

Toronto, ON · On-site +1

CA$165K - CA$240K/yr

The Director, US IT Asset Managementbring strong experience in IT asset management, enterprise ... Details on your work arrangement (proportion of on-site and remote work) will be discussed at the ...

Director, US IT Asset Management

Toronto, ON · On-site +1

CA$165K - CA$240K/yr

The Director, US IT Asset Managementbring strong experience in IT asset management, enterprise ... Details on your work arrangement (proportion of on-site and remote work) will be discussed at the ...

As a Consultant, IT Quality Engineering, you'll be a team lead on CIBC's Technology team, assigning ... Details on your work arrangement (proportion of on-site and remote work) will be discussed at the ...

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Remote Weekend Information Technology information

What is a remote weekend information technology job?

Remote Weekend Information Technology jobs are IT roles that allow professionals to work from home or another remote location, specifically during weekends. These positions can include technical support, system administration, network monitoring, cybersecurity, and help desk services. They are ideal for individuals seeking flexible schedules, supplemental income, or those who prefer non-traditional work hours. Employers often require strong technical skills, problem-solving abilities, and the capability to work independently. These jobs can be found across various industries that require 24/7 IT support.

What skills and qualifications are needed for a remote weekend information technology role?

To thrive as a Remote Weekend Information Technology professional, you need a solid understanding of IT fundamentals, troubleshooting, and network administration, often supported by a degree in computer science or related certifications like CompTIA A+ or Network+. Familiarity with remote support tools, ticketing systems, and security protocols is essential for effectively managing IT issues offsite. Strong problem-solving abilities, clear communication, and self-motivation are vital soft skills for working independently and supporting users remotely. These skills ensure timely resolution of technical problems and reliable IT support during weekend shifts, maintaining business continuity.

What are the unique challenges of working in a remote weekend information technology role, and how can I prepare for them?

Working in a remote weekend IT support role often means handling critical issues with reduced in-house resources and fewer immediate colleagues for support. You may need to troubleshoot a wide variety of problems independently and communicate effectively with both technical and non-technical staff who are working off-hours. Preparing for this role involves honing your problem-solving skills, becoming comfortable with remote collaboration tools, and developing a strong sense of self-motivation. Staying organized and documenting your work thoroughly will also help ensure smooth handoffs to weekday teams.

What are popular job titles related to Remote Weekend Information Technology jobs in Toronto, ON?

For Remote Weekend Information Technology jobs in Toronto, ON, the most frequently searched job titles are:

What job categories do people searching Remote Weekend Information Technology jobs in Toronto, ON look for?

The top searched job categories for Remote Weekend Information Technology jobs in Toronto, ON are:

What cities near Toronto, ON are hiring for Remote Weekend Information Technology jobs?

Cities near Toronto, ON with the most Remote Weekend Information Technology job openings:

IT Systems Administrator (Remote First)

Toronto, ON • Remote

CA$75K - CA$90K/yr

Full-time

Re-posted 17 days ago


Job description

About Us:
Zensurance is redefining commercial insurance for Canadian businesses. 
 
As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry expertise to deliver tailored insurance solutions that help businesses thrive.
 
Zensurance has been recognized for its rapid growth and industry impact:
 
 Deloitte's Technology Fast 50 (2023, 2024, 2025)
 Deloitte's Technology Fast 500 (2024, 2025)
 Top Insurance Employers (2022)
 
At Zensurance, we value ownership, collaboration, and innovation. Our team thrives on solving complex challenges, challenging the status quo, and making a real impact in an industry ready for change. 
 
If you're looking to build something meaningful in a fast-growing, customer-focused company, we'd love to hear from you!
 

We are looking for an IT Systems Administrator to join our growing IT team! 

Reporting to the Associate Director, IT, the Systems Administrator's primary focus is to help deliver project initiatives spanning the configuration, maintenance, and deployment of IT systems, with a strong emphasis on automation, scalability, and security. 

This is a hands-on role: you will have the opportunity to take the initiative to solve problems, work through them to full resolution, and aim to fix the underlying issues.  A working knowledge of APIs and automation tooling is central to the role, as much of the work involves eliminating manual processes and building scalable, repeatable solutions. Just as important is the ability to partner with the business: understanding what teams are actually trying to accomplish and translating those asks into practical technical solutions.

This is a remote-first role within Canada.

Responsibilities:
  • Administer IT software and services, including but not limited to JumpCloud, Google Workspace (Enterprise), Slack, Zoom, and Confluence/Jira.

  • Configure and maintain identity and access for third-party tools and services, including but not limited to Salesforce, Zendesk, RingCentral, and M365.

  • Identify and resolve manual processes through automation tools and initiatives, leveraging APIs to build scalable solutions.

  • Research, plan, communicate, and implement IT initiatives such as new services or tooling migrations.

  • Support business requests by understanding stakeholder needs and translating them into effective technical solutions.

  • Provide Tier 2 support to the business and help manage the IT queue as required, analyzing root causes, assessing the impact of issues, owning problems through to resolution, and escalating to senior team members as needed.

  • Develop both technical and user-friendly policies and procedures.

  • Perform other duties as assigned.

Requirements:
  • 3+ years of experience working within IT infrastructure or IT support.

  • University degree or college diploma in a recognized technical, vocational, or academic program, or equivalent work experience.

  • Experience implementing SSO, VPNs, and various forms of MFA. 

  • Working knowledge of SSO connectors, including SCIM and JIT provisioning.

  • Strong working knowledge of APIs and automation, with the ability to design and build solutions.

  • Hands-on experience with centralized IAM and software management tools, as well as IT support systems such as Jira Service Management.

  • Hands-on experience with JumpCloud (or Okta), Google Workspace (Enterprise), Office 365, Salesforce.

  • Experience using data-driven approaches and metrics to define priorities, translating stakeholder expectations into technical requirements, and facilitating implementation and feature delivery across an organization.

  • Nice to Have: experience with agile workflows and project management methodologies.

$75,000 - $90,000 a year

The salary range for this role is $75,000 to $90,000, not including the annual discretionary bonus and any additional performance-based incentives.

The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees may also be eligible for performance-based case incentive awards.

Benefits & Perks at Zensurance:
 
At Zensurance, we know that when our people thrive, so does our business. That's why we offer a flexible, people-first work environment designed to support your well-being, growth, and success.
 
Work Your Way
 
Remote-first setup for added flexibility 
Home office allowance to create a comfortable workspace
Top-tier tech: "Office in a box" with all necessary tech equipment
Half days before public holidays: Enjoy half days before long weekends
 
Your Health, Your Way
 
Flexible health and dental plans for families, including mental health support
Health & personal spending accounts to invest in wellness your way
Parental leave top-up, because family comes first
 
Investing in Your Growth
 
Education assistance reimbursement for courses, conferences, books, and memberships
Opportunities to learn from industry experts and grow your career
 
Staying Connected
 
Weekly Friday huddles to share updates and connect across teams
Virtual & in-person team-building events to strengthen our culture
 
We're building something special. Come be a part of it!
 
Who We Are:
 
Business is hard work, but insurance doesn't have to be!
 
We empower business owners with simple, tech-driven insurance solutions through our online platform. 
 
Our success is fueled by our team-oriented culture and four core values:
 
DELIVER - We set ambitious goals and achieve them.
INCLUDE - We foster an open and safe space for all.
INTEGRITY - We do what's right.
INVENT - We create straightforward, innovative solutions.
 
AI Tools and Your Interview:
 
We know AI is a valuable tool, and you're welcome to use it to prepare for your interview. However, please don't use AI assistants during the live interview itself. We want to have an authentic conversation with you, and using AI during the interview could affect our evaluation of your suitability for the role.
 
Just so you know, we use an AI scribe to help us take notes and review interviews, ensuring a fair and clear process.
 
Diversity & Inclusion:
 
Zensurance celebrates diversity and is committed to creating an inclusive environment. We welcome applications from all backgrounds and provide accommodations throughout the hiring process. If you need support, let us know, we're here to help.
 
Thank You!
 
We review every application with care to find the best fit for our team.
 
While we may take a little time to get back to you due to the high volume of applications we receive, know that a real human (not a bot!) is reviewing yours. We appreciate your patience and can't wait to learn more about you!
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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