[Hiring] Senior IT Manager @PolicyMe

Role Description

We’re on a mission to modernize insurance, making it simpler, more accessible, and customer-first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote-first, Toronto-based startup with big ambitions, we’re looking for a Senior IT Manager to lead the IT Support function as we expand into the next chapter!

What you'll be doing:

• Define the vision and roadmap for IT Support: Articulate the strategic goals for the IT Support team and define the roadmap for how we get there. Communicate progress against the roadmap and goals to all key stakeholders (e.g. Business Operations, Engineering, Leadership, People and Culture).
• Hands-on ownership of IT equipment: Ensure PolicyMe employees have continuous access to the tools they need (laptops, external monitors, etc.), while managing inventory and disposal following proper governance. This includes managing budgets and strategic thinking on equipment selection decisions.
• Prioritize what to work on: Decide what other IT Support team members invest time on and in what order. Develop and execute a disciplined process to prioritize process improvements, security rollouts, bugs, and maintenance activities.
• Collaborate in PolicyMe’s Information Security Committee: Work closely with senior leaders from Business Operations and Engineering to maintain a robust information security program, including ownership of access control and maintenance of PolicyMe’s SOC 2 certification.
• Coordinate on-call availability: Design and execute support availability timelines and SLAs within the company based on defined priority levels.
• Develop the backlog: Ideate with stakeholders across PolicyMe and manage a backlog of new IT initiatives to meet employee needs, improve back-end integrity, innovate, and ultimately reach the defined vision.
• Rally the team behind secure best practices: Serve as the central point across all functions to ensure IT-equipment and access-related roadblocks are removed, ensuring information security and IT-related governance is well understood and communicated.
• Coordinate the launch: Work with the Engineering and Business Operations teams to ensure that patches and new security releases have been thoroughly tested and are ready to launch.
• Measure and learn: Measure key metrics for the IT support team and report out to the broader organization.

Qualifications

• Relevant IT support experience: 3-5 years of experience in IT support management, Information Security, or Engineering, preferably in a start-up or scale-up technology setting.
• A hands-on aptitude: Ability to think and plan strategically while also remaining a “do-er” for day-to-day tasks.
• AI mindset and willingness to innovate: Excited about the opportunities that AI presents for the IT area and actively learning about new applications and technologies.
• Exceptional collaboration skills: High emotional intelligence and the ability to connect with various stakeholders.
• Curiosity and comfort with technical topics: Naturally curious about how everything works and willing to dive into complex topics.
• A mindset for risk identification and assessment: Understand the sensitivity of personal information and take a risk-mindful approach to problem-solving.
• Strong problem-solving skills: Ability to structure ambiguous problems and manage them from concept to deployment.
• Strategic decision making: Balance trade-offs and consider multiple sides of a problem before arriving at a decision.

Benefits

• Generous PTO - 20 vacation days
• A comprehensive benefits plan with premiums paid in full by PolicyMe
• Investment in your professional development, including an L&D budget, AI tooling budget, performance reviews twice a year, and ongoing feedback
• An extremely high performing, low-ego, remote-first team
• Option to work from home or our Toronto-based office
• Access to stock options based on performance

Compensation

The total target cash compensation for this role is $132,000–$154,000 CAD, based on experience.