Rewind is a service that protects the critical data that powers businesses of all sizes. Our focus is on backing up data that lives in the cloud - in apps like Jira, GitHub, Confluence and Shopify. We are backed by Insight Partners, Inovia, Bessemer and Atlassian Ventures and are proud to be recognized as one of Canada's 50 fastest growing technology companies (2023 Deloitte Fast 50). We invite you to read our startup story to learn where we came from and where we’re going.
Read about our mission, story and values here.
To find out more about our perks, click here.
Some of our Blogs might help you get a better understanding of what we do here. You can find them all here.
Thriving at Rewind:
We embrace the fast-paced, ever-changing nature of startup life. If you love working with speed, agility, and creativity, you’ll feel right at home here. Here's what it takes to succeed with us:
Team-First Mentality: We put teamwork at the core of everything we do, believing that we are better when we are together. Success is shared, and when the team wins, we all win.
Performance-Driven Mindset: We are proactive, goal-oriented, and focused on delivering tangible, high-quality results. We go beyond meeting expectations - we aim to exceed them.
Flexible Work-Life Approach: We encourage balance and understand the need to recharge. While we stay agile for urgent needs, we make sure there's time to recover and enjoy life.
Customer Centricity: Our commitment to customers shapes everything we do. We listen, build relationships, and innovate - from our dedicated customer support team to our engineers, everyone at our company is focused on solving problems that matter most to our users.
Taking Initiative: We value ownership and proactive problem-solving. We encourage team members to think creatively, take ownership, and lead improvements. Your ideas and actions drive our success.
We Make Time for Fun: We work hard and make time to enjoy the journey. It’s not just about hitting milestones—it’s about making the experience rewarding along the way.
About the Job
Are you ready to launch your career in tech? We’re looking for a Junior IT Specialist to join our Toronto team and grow alongside an experienced mentor. If you're curious, motivated, and excited about learning how IT supports a modern, distributed workforce—we want to hear from you.
This is your chance to get real-world experience in everything from device provisioning to network configuration, all while helping keep our growing company secure and connected.
What You'll Learn & Do
You’ll be trained and supported as you dive into hands-on IT operations, including:
Setting up physical IT infrastructure – routers, switches, access points.
Supporting our hybrid workplace – configuring and maintaining conferencing systems so in-office and remote teams stay connected.
Managing user accounts and tools – including Google Workspace, Slack, and Zoom.
Provisioning and managing workstations – we use Macs and JAMF.
Applying security settings – working with our Mobile Device Management (MDM) solution.
Helping your teammates – troubleshoot desktop and software issues as they arise.
Documenting and improving IT and GRC processes – contributing to internal playbooks and repeatable workflows.
Supporting broader IT initiatives – from office expansions to security compliance to rolling out new tools.
This is a hybrid role based in Toronto, with about 60% of your time spent in the office - you need to be comfortable working in-person.
About You
We don’t expect you to walk in the door knowing everything—but we’re looking for someone with the right mindset:
Curious about how things work
Adaptable when things don’t go as planned
Eager to learn and open to feedback
Minimum Qualifications
A degree, diploma, or certificate in Information Technology, Computer Science, or a related field (or equivalent experience).
Familiarity with Mac systems and tools like Google Workspace.
Interest in basic networking concepts like IP addresses, DNS, and VPNs.
Strong communication and problem-solving skills.
A team player who enjoys helping others solve technical problems.
Bonus Points If You Have
This role is ideal if you're early in your career and want:
A supportive environment where you can build foundational IT skills
A chance to see how enterprise IT works in a growing, tech-forward company
An opportunity to be part of real projects and make meaningful contributions
How Rewind Will Support You
We know that enjoying the journey is just as important as reaching our goals. We work hard to create a positive, inclusive environment where fun and laughter are part of our everyday routine. We also offer a variety of benefits to support your success both at work and in your personal life which includes but is not limited to:
Flexible work hours
Employee stock options
Health benefits
3 weeks vacation
7 life leave days
2 Level Up days for professional development
1 volunteer day
Summer Fridays and office closed during the holiday break in December
4 week sabbatical after 4 years with us
Paid parental leave
$5000/year professional development allowance (you can take courses, buy books, attend conferences, cover certifications, etc)
$1000/year wellness/home office allowance
Rewind is committed to building an inclusive, supportive place for you to do the best and most rewarding work of your career. We value how each new hire is an opportunity for us to bring in a different perspective, and we are always eager to further diversify our company. We strongly encourage candidates of all different backgrounds and identities to apply.
