Senior Infrastructure & Security Alanlyst
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**Senior Infrastructure \& Security Analyst**
**Who We Are**
InsureLine is one of Canada's fastest\-growing insurance brokerages, with 45\+ offices from coast to coast. Behind every branch is a technology backbone that has to be fast, secure, and dependable — and that's where you come in. We're growing our technology team and looking for someone who loves solving hard problems, making systems better, and helping people do their best work.
**About the Role**
As our Senior Infrastructure \& Security Analyst, you'll be the go\-to expert who keeps our people productive and our infrastructure resilient. You'll blend hands\-on technical depth with a builder's mindset — resolving the toughest escalations one moment and designing smarter, more automated, more secure systems the next. It's equal parts trusted advisor, mentor, and hands\-on engineer, with real room to shape how we work.
**What You'll Do**
· Be the senior escalation point for the support team — untangling complex, cross\-system incidents and driving them to resolution alongside internal teams and vendors.
· Deliver responsive, genuinely helpful support to colleagues across 45\+ locations, owning each issue end to end and keeping people informed on progress, risks, and next steps.
· Run and continually sharpen our Microsoft 365 environment — identity, email, collaboration, security, and device management — with an eye for governance and standardization.
· Keep our Azure environment (including Azure Virtual Desktop / Cloud PCs) reliable, secure, performant, and cost\-aware.
· Maintain and improve corporate networking — internet, WiFi, LAN/WAN, VPN, routing and switching — plus the end\-user devices that connect to it, pushing for better uptime and cleaner standard configurations.
· Support the business applications that live outside M365, managing integrations, vendor relationships, and day\-to\-day operational health.
· Own and level up our security posture: endpoint and email protection, identity controls, vulnerability reduction, incident response, and security\-awareness enablement.
· Lead small\-to\-mid\-sized initiatives and contribute to bigger projects — scoping requirements, timelines, risks, and change impacts, then coordinating testing and rollout.
· Team up with the Systems Team to raise the bar on architecture and operational maturity — standard builds, backup/DR readiness, patching cadence, access models, segmentation, and automation.
· Write and maintain documentation, knowledge\-base articles, and technical standards that make solutions repeatable and easy to support.
· Track the metrics that matter — support, reliability, and security — spot the trends, and turn them into real improvements.
· Refine how we deliver service: ticket quality, prioritization, escalation paths, SLAs/OLAs, and root\-cause analysis.
· Mentor and coach teammates through pairing, knowledge sharing, and honest feedback, helping build a collaborative, high\-accountability culture.
· Translate the technical into the practical for non\-technical stakeholders — setting expectations, documenting decisions, and making clear, actionable recommendations.
**What You Bring**
· A track record in a senior technical support or systems role — and the ownership mindset that comes with it.
· Excellent communication: you make complex topics make sense to anyone, set expectations, and document decisions cleanly.
· A natural collaborator who partners easily across support, systems, and security, and with business leaders, vendors, and third parties.
· Leadership instincts — you've coached others, run knowledge\-sharing sessions, improved team consistency, and been the person people escalate to.
· Delivery chops — scoping and shipping small projects and initiatives, juggling priorities, and managing risk and change.
· An architect's eye — you assess current\-state infrastructure, recommend pragmatic improvements, standardize configurations, and automate for reliability and security.
· Deep Microsoft 365 administration experience (client and cloud), including backups and operational governance.
· Microsoft Entra experience for device and user management (Entra ID and related tooling).
· Azure administration experience, including Azure Virtual Desktop (AVD) configuration and management.
· Solid endpoint and device support — desktop support plus iOS/Android setup and Outlook email configuration.
· Strong networking fundamentals — topology, routers, switches, TCP/IP, LAN/WAN, and connectivity troubleshooting.
· Hands\-on experience with a PSA/ticketing platform (ConnectWise, FreshDesk, Autotask, or similar), with a bias for clean notes, categorization, and escalation.
· RMM/endpoint management experience (SuperOps, NinjaRMM, ConnectWise, or similar).
· PowerShell and scripting experience, plus comfort with APIs to reduce toil and improve consistency.
· Power Platform experience (Power Apps and Power Automate) — or the drive to learn and apply it.
· Endpoint security tooling experience (Defender, Huntress, Zorus/DNSFilter, or similar).
· Email security gateway experience (Defender for Office 365, Proofpoint, Mimecast, or similar).
· Security\-awareness platform experience (Beauceron, KnowBe4, Huntress, or similar).
· Cloud backup experience (Datto or similar).
· A genuine grasp of IT security best practices, and a strong sense of ownership and accountability.
**Nice to Haves**
· Linux and AWS experience.
· VoIP experience.
**What's In It For You**
· Competitive salary of $80,000–$100,000, based on your skills and experience.
· Dental care.
· Employee Assistance Program.
· RRSP Employee Program.
· Hybrid flexibility so you can do your best work from the office and from home.
**The Details**
· Job type: Full\-time.
· Schedule: Monday to Friday, with occasional weekends as needed.
· Location: Hybrid — Port Coquitlam, BC or Calgary, AB.
· Experience we're looking for: Microsoft 365, Azure, desktop support, help desk, and network support (5 years each, required); leadership or management experience is a plus.
**Life at InsureLine**
We're a group of people united by a genuine desire to serve. We know the difference our team makes in building a workplace that's inclusive, innovative, and welcoming — one where everyone belongs. That's why we're intentional about who we bring on board: talented people who pair real skill with a genuine drive to help others succeed. If that sounds like you, we'd love to hear from you.
Job Type: Full\-time
Pay: $80,000\.00\-$100,000\.00 per year
Benefits:
* Casual dress * Dental care * Paid time off * RRSP match * Work from home
Experience:
* Similar Role : 5 years (required) * team lead: 3 years (required) * MSP (managed service provider): 3 years (required)
Language:
* Fluent and clear English (required)
Work Location: Hybrid remote in Port Coquitlam, BC
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