IT Engineer II

About Cover Genius

Cover Genius is the global infrastructure for embedded protection. Active in over 60 countries and all 50 US States, we protect the customers of the world’s largest digital companies, including Klarna, Revolut, Stripe, Priceline, Agoda, Booking.com, Turkish Airlines, Tongcheng Travel, eBay, and Uber, with seamless, end-to-end experiences. Cover Genius has protected more than 73M customers globally across 240M policies with USD $3.2BN in gross written sales.

Coming off a stellar year with 40% YoY revenue growth and a recent $100M capital raise, putting our valuation at $1.9BN, we are accelerating into our next phase of growth. As part of our team, you’ll help drive our AI-first roadmap, developing hyper-personalization engines, agentic distribution, and automated claims infrastructure, while building the scalable technology powering the fast-growing $70B embedded protection market.

Our people are: Accountable, customer-obsessed, collaborative, driven

Our people are not: Passive, defensive, siloed, hesitant

About the Role

As an IT Engineer II in our Security & IT Operations Team, you will own the Management of Employee devices and key business applications. To drive success in this role, you should possess a strong background in systems administration and automation, coupled with excellent problem-solving abilities. You will collaborate closely with security engineers to safeguard our critical systems and devices. Regular collaboration with HR, Operations, and tier 1 support technicians will be essential to enable Cover Genius employees throughout their entire employment lifecycle. Your work will be crucial in providing a seamless and secure technology experience for all Cover Genius employees, enabling them to do their best work.

Key Responsibilities

• Administer the fleet of corporate laptops (macOS and Windows) using Mobile Device Management (MDM) platform

• Administration of core business SaaS applications, such as Microsoft 365, Google Workspace, Slack and Okta

• Proactively identify and automate repetitive IT operational tasks

• Serve as the escalation point for the Level 1 support team. Diagnose and resolve complex technical problems related to hardware, software, and network connectivity that require deeper investigation and expertise.

• Develop and maintain runbooks for troubleshooting support requests. Provide training to Level 1 support Technicians

• Assist in gathering evidence and generating reports for internal and external audits

Skills & Experience:

What you will bring:

• At least 2 years of experience in an IT Analyst or Systems Administrator type role

• IAM & SaaS Platform Administration: Demonstrated experience administering major Identity Providers (e.g., Okta, Entra) and SaaS productivity suites (Google Workspace, Microsoft 365).

• Endpoint Management & Security: Hands-on experience managing and securing corporate endpoints using modern Mobile Device Management (MDM) platforms like Microsoft Intune and Kandji. 

• Advanced Operating System Knowledge: Deep troubleshooting knowledge of modern operating systems (macOS, Windows 11) within a managed corporate environment.

• Infrastructure as Code (IaC) Familiarity: While the role does not manage cloud infrastructure, familiarity with IaC concepts and tools like Terraform is desirable for automating the configuration of IT and security tooling.

• Corporate Networking: A practical understanding of modern corporate networking principles, including the configuration and troubleshooting of Wi-Fi, VPN clients, DNS, DHCP, and the fundamental concepts of a Zero Trust network architecture

• Scripting for Automation: Proficiency in at least one scripting language (e.g., Python, PowerShell, Bash) to automate repetitive IT administration tasks, generate reports, or integrate systems via APIs.

• Bachelor Degree in Information Technology, Computer Science, Information Security, or equivalent practical experience

What you will have:

• Analytical Mindset & Meticulous Problem-Solving: ability to dissect complex technical and security issues, investigate root causes, and implement robust, well-considered solutions. This is underpinned by an exceptional attention to detail, crucial for security incident analysis and system configuration.

• Proactive Security Focus & Continuous Learning: genuine curiosity and self-driven motivation to stay current with the ever-evolving cybersecurity landscape. Actively seeks out knowledge on new threats, vulnerabilities, and best practices to anticipate risks rather than just reacting to them.

• Clear Communication & Stakeholder Empathy: Excels at translating complex technical concepts into clear, understandable language for both technical peers and non-technical employees. Combines strong written skills for precise documentation with a professional, customer-centric approach when handling user escalations and communicating security requirements.

• Superior Organisation & Adaptability: strong organisational and time-management skills to effectively prioritise competing tasks—from urgent security incidents to ongoing operational projects. Thrives in a dynamic environment with a positive, agile approach to the rapid pace of change inherent in a cloud-native tech company.

🤔 Why Cover Genius?

At Cover Genius, we create magic by turning the archaic into the extraordinary. We take one of the world’s oldest and most complex industries and reinvent it with world-class technology. Cover Genius doesn’t just disrupt legacy insurance; we make the impossible feel effortless.Our operating principles guide our mission: 

• Make today matter: We deliver with urgency and excellence. We act decisively, move with intention, and hold a high bar.

• Act with accountability: We own our commitments  and take pride in delivering results that move us forward.

• Grow together: We are a collective of curious minds. We learn from wins and setbacks, share knowledge generously, and elevate each other every day.

• Inspire each other: We push each other to think bigger and pull together to go further.

• Champion our customers: We lead with empathy and center the customer, turning complex disruptions into seamless moments of trust.

• Flexible Work Environment - Our teams are hybrid. We work from home on a Wednesday and Thursday and attend the office on Monday, Tuesday and Friday with flexibility around start/finish times.

• Don't just take our word for it- hear about our culture straight from our people here: story time.

Ready to make an impact? If you’re looking for a place where you’ll be challenged, trusted, and empowered, we’d love to meet you!

The Legal & Privacy Stuff

Cover Genius promotes diversity and inclusivity. We don't tolerate discrimination, demeaning treatment of anyone, or harassment due to race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or any other legally protected status.

By submitting your application, you acknowledge that we may collect, store, and process your personal data for recruitment purposes. To ensure a fair evaluation, we may use AI to assist in sorting applications, but all final decisions are made by our hiring team and no candidate dispositions are automated. We will keep your information on file for three years from the date of your application. For detailed information about how we handle your data and our use of AI, please review our full Privacy Policy.