Senior IT Systems Engineer

Remote • Canada·Posted today
saaspython
<h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>About Upsun (formerly Platform.sh)&nbsp;</strong></span></h1> <p><span style="font-size: 12pt;">Upsun is the cloud application platform humans and robots love. It is built for today’s hybrid teams, where AI agents write and test code and humans focus on solving the problems that really matter. Developers, DevOps engineers, and platform teams use Upsun to build, ship, and scale confidently without wrestling with backend infrastructure. We give you your time back. You get:</span></p> <ul> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Predictable performance, even at scale </span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Secure, compliant environments by default&nbsp;</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Real-time observability and profiling built in </span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Cloning, configuration, and provisioning in seconds&nbsp;</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">AI-ready features that plug directly into your stack </span></li> </ul> <p><span style="font-size: 12pt;">The name says it all. "Up" means uptime, reliability, and acceleration. "Sun" reflects our follow-the-sun-support, a 24x7, globally distributed support team keeping the lights on while you rest. Our core belief is that software should power brighter solutions and greater innovation. </span></p> <p><span style="font-size: 12pt;">Upsunners are a remote, global workforce, and we thrive in a multicultural team. We are committed to open source and an open, welcoming environment. Our team spans the globe and the experience spectrum. </span></p> <p><span style="font-size: 12pt;">What's our commonality, our cultural fabric? A curious spirit and a thirst for knowledge; an eagerness for innovative ideas and cultures. We believe we can build anything together in an environment that frees you to do your best work. </span></p> <p><span style="font-size: 12pt;">Our values:&nbsp;</span></p> <p><span style="font-size: 12pt;">🌿 We make a positive impact.</span></p> <p><span style="font-size: 12pt;">✨ We aim for the stars.</span></p> <p><span style="font-size: 12pt;">💚 We care for each other.&nbsp;</span></p> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>Impact of a Senior IT Systems Engineer</strong></span></h1> <p><span style="font-size: 12pt;">As a Senior IT Engineer, you help shape and improve the systems that our 250+ person remote company relies on every day. Your work spans identity and access, Google Workspace, device management, and our wider SaaS environment.</span><br><span style="font-size: 12pt;">Reporting to the IT Director, you take ownership of complex problems and lead improvements from initial assessment through delivery. You identify what needs attention, recommend priorities, and make thoughtful decisions that balance security, reliability, and employee experience. You also help the team build stronger practices through clear documentation, shared knowledge, and practical guidance.</span></p> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>What to expect</strong></span></h1> <ul> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Identity platform:</strong> Improve our identity and access services, with Okta at the core. This includes single sign-on, automated account provisioning, multi-factor authentication, access policies, and emergency access. Work with IT and Security to make access secure, consistent, and straightforward.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Google Workspace:</strong> Lead the administration and improvement of our Google Workspace environment, including users, groups, Gmail, Drive, shared drives, and security settings. Improve how people collaborate, manage sharing and access, and keep our configuration aligned with business needs.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Device management:</strong> Help lead the rollout and ongoing development of JumpCloud and our device management practices across macOS, Windows, and Linux. Define and implement device configurations, security policies, software deployment, and onboarding processes in partnership with IT Operations and Security.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Automation and employee lifecycle:</strong> Design and improve onboarding, role changes, and offboarding across identity, devices, and SaaS tools. Use tools such as Okta Workflows, n8n, Python, and APIs to reduce manual work and make processes more reliable.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Continuous improvement:</strong> Assess our current systems, identify gaps, and turn findings into practical improvements. Investigate complex issues across connected services, address root causes, and follow through until changes are working well.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>SaaS administration and governance:</strong> Administer our core internal tools and help evaluate new applications. Establish clear practices for application setup, integrations, access requests, approvals, and access reviews.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Security and compliance:</strong> Partner with Security and the Risk and Audit team to implement and maintain controls across identity, Google Workspace, devices, and SaaS tools. Automate evidence collection where practical to support ISO 27001 and SOC 2 Type 2.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;"><strong>Project delivery and mentoring:</strong> Lead projects from scoping and technical design through rollout and handover. Coordinate dependencies, communicate risks and progress, and help colleagues grow through documentation, reviews, and knowledge sharing.</span></p> </li> </ul> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>What you bring</strong></span></h1> <ul> <li style="font-size: 12pt;"> <p><strong>Broad IT engineering experience:</strong> You have hands-on experience across identity, collaboration tools, endpoint management, and SaaS administration. You understand how these systems connect and can troubleshoot problems across them.</p> </li> <li style="font-size: 12pt;"><strong>Depth in a core area:</strong> You bring strong expertise in at least one of Okta, Google Workspace, or JumpCloud, along with the ability to work across the others. We welcome different strengths; you do not need to be equally expert in all three.</li> <li style="font-size: 12pt;"> <p><strong>Device management deployment:</strong> You have helped deploy or significantly improve an MDM or endpoint management platform. You can turn security and operational requirements into workable configurations, test them, and roll them out with minimal disruption.</p> </li> <li style="font-size: 12pt;"> <p><strong>Automation and scripting:</strong> You build reliable automation using workflow tools, APIs, webhooks, and Python or a comparable scripting language. You consider error handling, monitoring, and ongoing maintenance.</p> </li> <li style="font-size: 12pt;"> <p><strong>A track record of improvement:</strong> You can share examples of systems or processes you assessed, improved, and delivered, with clear results for employees or the IT team.</p> </li> <li style="font-size: 12pt;"> <p><strong>Proactive judgment and ownership:</strong> You work independently, make sound technical decisions, and know when to involve others. You can turn an unclear problem into a practical plan, explain trade-offs, and take responsibility for the outcome.</p> </li> <li style="font-size: 12pt;"> <p><strong>Security and compliance awareness:</strong> You have implemented controls such as access reviews, secure configurations, or device policies, and understand how to document and demonstrate that they work. Experience supporting ISO 27001 or SOC 2 is valuable.</p> </li> <li style="font-size: 12pt;"> <p><strong>Clear communication and collaboration:</strong> You work effectively in a fully remote team and communicate clearly with technical and non-technical colleagues across cultures. You share knowledge and help others become more effective.</p> </li> <li style="font-size: 12pt;"> <p><strong>Experience:</strong> Typically six or more years in IT engineering, systems administration, identity, or endpoint management, with increasing responsibility for technical decisions and project delivery. Equivalent experience matters more than a specific number of years.</p> </li> </ul> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>Bonus points</strong></span></h1> <ul> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;">Experience supporting mergers and acquisitions, including assessing and integrating identity systems, Google Workspace environments, devices, or SaaS tools.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;">Experience in a developer-heavy or engineering-led company.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;">Experience supporting both ISO 27001 and SOC 2 Type 2, including automated evidence collection.</span></p> </li> <li style="font-size: 12pt;"> <p><span style="font-size: 12pt;">Professional proficiency in French.</span></p> </li> </ul> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>Where we hire</strong></span></h1> <p><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">At Upsun, remote work isn't just a trend - it's our foundation. The freedom of remote work with the support of a diverse, global team has been our successful model for over a decade. Our culture celebrates flexibility and collaboration, and while we have team members in over 30 countries around the globe, we are currently focused on hiring for this role in<strong>&nbsp;Canada, France, Germany, Spain, and the United Kingdom</strong>. Although we’re unable to provide visa sponsorship at this time, we welcome applications from all qualified candidates who are legally authorized to work in these countries.&nbsp;</span></p> <h1><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>How we hire</strong></span></h1> <p><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">We know that a great hire won’t meet every requirement that we’ve outlined. If you can see yourself elevating the team, we want to hear your story. Few of us would be here had we not taken a chance.&nbsp;&nbsp;&nbsp;</span></p> <p><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">You can expect <strong>4</strong> interviews on Google Meet to follow the order below. Should you successfully move through the entire process you will have the opportunity to meet with a variety of Upsunners. Our goal is to ensure you can make the most informed decision on whether this role, and our culture aligns with what you’re looking for in your future working environment.&nbsp;</span></p> <ol> <li style="font-family: helvetica, arial, sans-serif; font-size: 12pt;"><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">45 Minutes with Talent Acquisition&nbsp;</span></li> <li style="font-family: helvetica, arial, sans-serif; font-size: 12pt;"><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">60 Minutes with Hiring Manager (Director, IT)</span></li> <li style="font-family: helvetica, arial, sans-serif; font-size: 12pt;"><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">60 Minutes with Team (Senior Director, Site Reliability Engineering, Senior IT Manager)</span></li> <li style="font-family: helvetica, arial, sans-serif; font-size: 12pt;"><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">45 Minutes with Executive (Senior Director, FP&amp;A &amp; IT)</span></li> </ol> <p><em style="font-size: 12pt;">All roles require background checks.</em></p> <h1><span style="font-family: helvetica, arial, sans-serif; font-size: 14pt;"><strong>What we offer</strong></span></h1> <p style="padding-left: 40px;"><span style="font-size: 12pt;">💡 <strong>A product you can believe in</strong> - Join us in transforming how businesses build and manage web applications, driven making a positive impact as a proud <strong>B Corp</strong>.</span></p> <p style="padding-left: 40px;"><span style="font-size: 12pt;"><strong>🏆 An Award-Winning Workplace</strong> - We’ve been recognized by Forbes’ Top 30 Companies for Remote Jobs and France’s Best Workplaces for Women.</span></p> <p style="padding-left: 40px;"><span style="font-size: 12pt;">🗣️ <strong>A culture that values your voice </strong>- Join a flexible, open, and inclusive work environment where your voice is encouraged, and your ideas shape our growth and evolution.</span></p> <p style="padding-left: 40px;"><span style="font-size: 12pt;">🌎 <strong>A global team </strong>- Collaborate with colleagues from diverse backgrounds across the world, embracing different perspectives</span></p> <p style="padding-left: 40px;"><span style="font-size: 12pt;"><strong>🎉 </strong><strong>Benefits and perks</strong> - Make the most of what matters to you</span></p> <blockquote> <p>🏝 Flexible PTO</p> <p>🩺 Comprehensive healthcare coverage (UK, Canada, France, Spain)</p> <p>📈 Company stock options</p> <p>🧠 Professional development budget</p> <p>💻 Office equipment budget</p> <p>💆‍♀️ Wellness budget</p> <p>🧳 Annual team gatherings</p> <p>👶 Inclusive parental leave</p> <p>✈️ Remote work travel program</p> </blockquote> <h1 style="text-align: justify; line-height: 1;"><span style="font-size: 14pt; font-family: helvetica, arial, sans-serif;"><strong>You belong here</strong></span></h1> <p><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">At Upsun, we celebrate diversity in all its forms and are committed to fostering an inclusive, equitable, and supportive workplace where everyone can thrive. We embrace and value different perspectives, backgrounds, and experiences, because they make us stronger as a team. Whoever you are, wherever you're from, and whatever path you've taken, you are welcome here. We encourage you to bring your whole self to work, connect with others, and share your passion. </span><span style="font-family: helvetica, arial, sans-serif; font-size: 12pt;">If you need accommodations at any stage of our hiring process, please let us know. We're here to ensure an accessible and comfortable experience for you.<br></span></p>