IT System Administrator

Kepler Communications • Toronto, ON

2d • CA$89,062 - CA$139,062 • Onsite

About The Position

At Kepler Communications, we're not just imagining the future of on-demand space connectivity - we're leading it! Our mission is to provide real-time Internet access for space-based assets, enabling a new era of data-driven exploration and innovation. With 33 satellites launched to date, Kepler operates the first commercial optical data relay constellation, enabling real-time, continuous space communications while supporting advanced on-orbit compute and hosted payload capabilities. Industry-leading technology is only part of the story. What sets Kepler apart is our team: bold thinkers, skilled builders, and passionate problem-solvers who thrive on pushing the boundaries of what’s possible in space. We believe great ideas come from diverse perspectives, and we’re committed to creating an environment where you can grow, lead, and make a global impact. If you’re ready to reach higher, move faster, and do work that shapes the future space economy - this is your launchpad. Come build the future with Kepler!

We are looking for a hands-on Senior IT System Administrator to help support, maintain, and improve our internal IT infrastructure, business systems, and operations. This role is a strong fit for a senior IT generalist who enjoys variety, ownership, and solving practical problems across different systems. You should be comfortable working in a fast-paced environment, supporting a growing technical team, and taking ownership of technical work with limited oversight. You will work across Linux systems, Microsoft 365, identity and access management, networking, SaaS tools, automation, and internal business system integrations. You will also help strengthen our security posture, audit readiness, and compliance-related IT processes. We are not looking for someone who is a deep specialist in every area. We are looking for someone with strong technical judgment, solid hands-on experience, and the ability to take ambiguous problems and drive them to practical solutions.

What Success Looks Like
In your first few months, you will begin taking ownership of assigned systems and projects, helping resolve complex technical issues, improving documentation, and supporting teammates. Over time, you will help improve infrastructure maturity, strengthen security and compliance-related IT processes, automate repetitive work, and build practical integrations that help teams across the company operate more effectively. A successful person in this role is curious, hands-on, security-minded, comfortable with ambiguity, and able to move work forward without needing every step defined in advance.

Requirements

• 4+ years of experience in systems administration, infrastructure, internal IT operations, managed services, or a related technical role
• Ability to own assigned systems, services, or projects with limited oversight
• Strong Ubuntu or Linux administration experience, including troubleshooting services, logs, permissions, packages, storage, certificates, and networking
• Hands-on experience with Microsoft 365, Entra ID, Exchange Online, SharePoint, Teams, access management, groups, permissions, SSO, Conditional Access, and enterprise applications
• Experience supporting endpoint management or device compliance, such as Intune
• Practical networking knowledge of DNS, DHCP, TCP/IP, routing, firewalls, VPNs, and internal connectivity
• Experience writing scripts or automations using Bash, Python, PowerShell, Ansible, or similar tools
• Experience supporting SaaS tools, APIs, workflow automation, or business system integrations
• Ability to support secure IT operations, access controls, audit readiness, and compliance-related work
• Ability to mentor teammates, share knowledge, and improve team practices
• Clear written and verbal communication, including the ability to explain technical decisions, risks, trade-offs, and recommendations

Nice To Haves

• Experience in a managed service provider, small company, or small technical team environment
• Experience supporting audit readiness, security reviews, access reviews, or compliance-related IT requirements
• Experience working in security-conscious or compliance-conscious environments
• Ability to meet applicable background screening or clearance requirements, where required
• Experience with AWS services such as EC2, S3, IAM, VPC, CloudWatch, or Systems Manager
• Familiarity with Terraform, Ansible, CloudFormation, or similar tools
• Experience managing switches, firewalls, VPN appliances, or wireless infrastructure
• Experience building automations using APIs, webhooks, vendor documentation, or integration tools

Responsibilities

• Own assigned IT services, workflows, and operational processes with limited oversight
• Troubleshoot complex infrastructure, system, access, and application issues
• Support employee onboarding and offboarding, access provisioning, system configuration, and lifecycle management
• Coordinate operational changes and improvements across IT, Security, Engineering, business teams, and vendors
• Maintain clear documentation for systems, procedures, standards, and changes
• Mentor teammates, share knowledge, and help raise the technical bar of the team
• Administer, maintain, and improve Ubuntu Linux servers and Windows-based environments
• Manage Microsoft 365 services, including Entra ID, Exchange Online, SharePoint, Teams, access policies, groups, permissions, and identity workflows
• Support endpoint management and device compliance through tools such as Intune
• Monitor system health, performance, capacity, backups, and reliability
• Investigate recurring issues, identify root causes, and implement lasting fixes
• Support cloud and SaaS services, including access controls, configuration, integrations, monitoring, and routine administration
• Support internal infrastructure across servers, networking hardware, cloud services, identity systems, and business applications
• Troubleshoot switches, firewalls, VPNs, DNS, DHCP, routing, and internal connectivity
• Perform basic network and firewall configuration where needed
• Partner with Security and Engineering on infrastructure changes, network reliability, access controls, and operational requirements
• Help identify gaps in monitoring, backup and recovery, reliability, and business continuity
• Write and maintain scripts using Bash, Python, PowerShell, Ansible, or similar tools
• Build and improve integrations between internal systems, SaaS tools, identity providers, and business workflows
• Support workflow automation and internal productivity improvements for teams across the company
• Help evaluate, deploy, and administer enterprise tools, collaboration platforms, and workflow integrations
• Lead small improvement projects that strengthen reliability, documentation, compliance readiness, or team efficiency

Benefits

• Competitive compensation with a robust equity plan to share in our success.
• Comprehensive coverage for health, dental, and vision insurance—including dependents.
• Unlimited vacation, supportive parental leave policy, and company-wide holiday shutdown.
• Semi-annual company-wide parties and frequent in-office team events.
• Relocation packages available for approved roles.
• $1,500 annual professional development fund to support your growth.
• Fully stocked Toronto office kitchen with snacks, drinks, games and top-notch kitchen appliances.
• Town Halls, Celebration Calls, and Company-wide events to stay connected and engaged.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed