About Origin By Prelude Origin is building the next generation of endpoint security for the Semantic Era. As AI agents and LLMs fundamentally change how humans interface with computers, legacy signature-based defenses are failing. We are pioneering a new approach - moving from "known bad" detection to "contextual intent" understanding - to ensure enterprises can safely adopt the productivity of AI without the risk. Our platform monitors and protects some of the most important organizations in the world. We are backed by Sequoia Capital, Brightmind Ventures, IA Ventures and other top firms.Origin is building the next generation of endpoint security for the Semantic Era. As AI agents and LLMs fundamentally change how humans interface with computers, legacy signature-based defenses are failing. We are pioneering a new approach - moving from "known bad" detection to "contextual intent" understanding - to ensure enterprises can safely adopt the productivity of AI without the risk. Our platform monitors and protects some of the most important organizations in the world. We are backed by Sequoia Capital, Brightmind Ventures, IA Ventures and other top firms.Role Origin is seeking a Deployment Engineer to own the operational excellence of customer onboarding and deployment at scale. This is a post-sales role focused on ensuring customers can successfully deploy, expand, and maintain Origin's endpoint observability platform across their environments. You'll build deployment automation, manage MDM integrations (Intune, Jamf), maintain installation packages, orchestrate phased rollouts from pilot to production, and troubleshoot complex deployment issues in real customer environments.As our Deployment Engineer, you'll be the technical expert who ensures Origin works flawlessly across diverse customer infrastructures - from legacy Windows networks to modern macOS fleets, from small pilots to enterprise-wide deployments of tens of thousands of endpoints. You'll build the tooling and automation that makes deployment seamless, handle the edge cases that break standard approaches, and ensure customers can confidently scale Origin across their entire organization. This role requires deep MDM expertise (Intune, Jamf), solid automation skills,



and the operational mindset to debug production issues under pressure.Responsibilities Build and maintain deployment automation infrastructure: packaging pipelines, update distribution systems, and orchestration tooling for seamless customer rolloutsManage MDM integrations: configure and optimize Origin deployments via Intune, Jamf, SCCM, and other endpoint management platformsPackage and maintain installation artifacts: build MSI/EXE packages for Windows, PKG/DMG for macOS, ensuring compatibility across diverse customer environmentsOrchestrate customer onboarding: manage phased deployments from pilot to production scale, ensuring successful expansion across thousands of endpointsTroubleshoot production deployment issues: debug complex problems in customer environments, provide Tier 3 support for deployment and compatibility challengesHandle edge cases and non-standard environments: make Origin work in legacy infrastructure, air-gapped networks, security-restricted environments, and custom configurationsOptimize deployment performance and reliability: instrument deployment pipelines, identify bottlenecks, and continuously improve success ratesDocument deployment best practices: create runbooks, deployment guides, and knowledge base articles for both internal teams and customersCollaborate with engineering teams: translate field deployment learnings into product improvements and automation opportunitiesSkills & Experience Deep expertise in MDM platforms: hands-on experience with Microsoft Intune, Jamf Pro, SCCM, or similar endpoint management toolsApplication packaging expertise: building and troubleshooting MSI, EXE, PKG, DMG installers; understanding Windows Installer and macOS packaging frameworksScripting and automation: PowerShell, Bash, Python for deployment automation, API integration, and infrastructure-as-codeOperating system expertise: deep knowledge of Windows and macOS internals, process management, service architecture, and security mechanismsDeployment automation tools:



experience with Ansible, Chef, Puppet, Octopus Deploy, or similar orchestration platformsProduction troubleshooting skills: ability to debug complex issues in live customer environments under time pressure, using logs, traces, and system diagnosticsNetworking fundamentals: TCP/IP, DNS, firewalls, proxies, certificate management, and understanding how network architecture affects endpoint deploymentsProject management capability: managing multiple customer deployments simultaneously, tracking progress, and ensuring on-time deliveryCustomer communication: ability to work with customer IT teams (technical and non-technical) to coordinate deployments and resolve issuesNice to Haves Prior experience in deployment/implementation engineering roles at security or infrastructure vendors (CrowdStrike, SentinelOne, Palo Alto, etc.)Experience deploying endpoint security products (EDR/XDR agents) at enterprise scale (10k+ endpoints)Deep expertise in Windows enterprise deployment: Group Policy, Active Directory, Kerberos, NTLM, certificate-based authenticationmacOS enterprise management expertise: configuration profiles, DEP/ADE, volume licensing, notarization and code signingCloud infrastructure experience: AWS/Azure/GCP familiarity for understanding customer hybrid environmentsCI/CD and build pipeline experience: Jenkins, GitHub Actions, Azure DevOps for automating packaging and distributionExperience with security hardening: understanding how endpoint security products interact with OS security features (AMSI, PPL, SIP, etc.)Background in customer success or technical account management: understanding customer deployment lifecycle and success metricsWorking at Origin Origin is a fully remote team across the US & Canada, built on trust, autonomy, and excellence. We empower our team to take ownership, move with purpose, and continuously improve. Our culture values top performers who align with our mission and embrace high standards. We offer generous healthcare, flexible PTO, and home-office support, ensuring our team has the freedom and resources to thrive. While we move fast, we prioritize quality, collaboration, and remain committed to building impactful security solutions with precision.Compensation Range: $170K - $270K#J-18808-Ljbffr

📌 Deployment Engineer - $170,000 - $270,000 A Year - Remote (Toronto)
🏢 Origin By Prelude
📍 Toronto