Highspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, Highspot is committed to building breakthrough software with a spark of magic. We believe a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world. To this end, we have put intentional focus on creating equitable workspaces for each of our employees. Our goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world.

About the Role

The IT Systems Engineer is part of Highspot’s Global IT organisation and plays a critical role in building, securing, and operating the systems and infrastructure that power our global workforce.

You’ll focus on networking, systems automation, and cloud administration—working across multiple technologies to ensure Highspot’s global IT environment is scalable, reliable, and secure.

This is a hands-on engineering role suited for someone who thrives in fast-paced, collaborative environments and enjoys solving complex technical challenges across systems, cloud, and networks.

What You'll Do

Manage and integrate enterprise SaaS tools such as Jira, Google Workspace, Slack, and Zoom.
Manage device environments using Jamf Pro and Intune for configuration, compliance, and lifecycle management.
Manage and support basic access to Microsoft Entra, and Okta.
Design, implement, and maintain global network infrastructure using Palo Alto Networks, Cisco Meraki, Aruba, and Fortinet technologies.
Collaborate with Security to maintain firewall rules, VPN configurations, and Zero Trust-aligned network segmentation.
Automate system, identity, and workflow processes using Workato and Agentic (Genie) to improve IT efficiency and eliminate manual work.
Monitor and optimize network performance, connectivity, and security across multiple offices and remote users.
Maintain comprehensive documentation of systems, networks, and procedures.
Contribute to global IT infrastructure projects including office network upgrades, SaaS integrations, and automation initiatives.

Your Background

1–3 years of experience in IT Systems Engineering and basic Network Administration.
Hands-on administration experience with:
Google Workspace, Slack, Zoom, and Atlassian (Jira, Confluence, etc)
Jamf Pro and Intune for endpoint and device management
Microsoft Entra, Azure, and basic AWS access administration
Palo Alto Networks, Cisco Meraki, Aruba, Fortinet
Understanding of networking concepts (TCP/IP, VLANs, routing, DNS, DHCP, VPN).
Scripting and REST API-based automation using Python, PowerShell, or Bash.
Understanding of security principles and Zero Trust architectures.
Excellent troubleshooting, documentation, and communication skills.
Prior experience working directly for a U.S.-based company on a small IT team, taking ownership across multiple areas of responsibility.
Demonstrated experience autonomously driving key enhancements and changes to completion

Nice to Have

Familiarity with identity management systems such as Okta or Azure AD.
Basic knowledge of workflow processes using Workato and Agentic (Genie) to improve IT efficiency and eliminate manual work.
Experience supporting multi-office, global environments.
Awareness of compliance standards such as SOC2 or ISO27001.

Base salary range: $98,000 - $133,000 CAD

Employees are eligible to receive stock options and may also receive other forms of compensation.

The above represents total expected compensation for this role. Actual compensation will depend on various job-related factors, including, but not limited to, location, experience, and job qualifications.

Highspot also offers the following employee benefits for this position:

-Comprehensive medical, dental, vision, disability, and life benefits

-Group Retirement Savings Plan (RRSP) and matching employer contributions (DPSP) with immediate vesting

-Flexible PTO

-Generous Holiday Schedule + 5 Days for Annual Holiday Week

-Quarterly Recharge Fridays (paid days off for mental health recharge)

-Flexible work schedules

-Access to Coaches and Therapists through Modern Health

-2 Volunteer days per year

-Monthly transportation allowance for employees that work in our Vancouver Hub location

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Equal Opportunity Statement

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of any grounds protected by applicable human rights legislation, which may include age, ancestry, citizenship, color, ethnicity, family status, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or invisible disabilities, political belief, race, religion, or sexual orientation.

Did you read the requirements as a checklist and not tick every box? Don't rule yourself out! If this role resonates with you, hit the ‘apply’ button."

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