Senior IT Manager

What are we looking for:
Relevant IT support experience: You have 3-5 years of experience in IT support management, Information Security, or Engineering, preferably in a start-up or scale-up technology setting. You can speak to your track record of leading projects and delivering measurable results. A hands-on aptitude: You have the ability to both think and plan strategically while also remaining a “do-er” for the day to day tasks and activities. This hands-on attitude is incredibly important at PolicyMe and flows through our culture even at the most senior levels. AI mindset and willingness to innovate: You are excited about the opportunities that AI presents for the IT area and are actively learning about new applications and technologies. You are keen to play a major role in the transition of PolicyMe’s AI adoption and development of AI-first capabilities. Exceptional collaboration skills: You have high emotional intelligence and can "be the glue" between many different stakeholders in the organization. Curiosity and highly comfortable with technical topics: You are naturally curious about how everything works. You will work closely with some wicked smart Engineers, so you know when to ask clarifying questions and are not shy about diving into complex topics. A mindset for risk identification and assessment: You understand that the PolicyMe business model inherently handles high sensitive personal information. You take a risk-mindful approach to problem solving and identify risks before they present themselves as problems. You are comfortable assessing the probability and severity of risks and communicate these clearly. Strong problem solving skills: You have the ability to take an ambiguous problem and structure it yourself. You are someone who can start with an idea and manage it from concept to deployment. You present and execute solutions that are durable, that is they will solve today’s problem and tomorrow’s edge case! Strategic decision making: You can balance tradeoffs and consider many side to a problem before arriving at a decision. Decisions are based on strong supporting data, consider the second and third order impacts, and are communicated concisely and clearly.

Why join us:
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 to ensure you reach your highest potential An extremely high performing, low-ego, remote-first team that is truly disrupting an old industry Option to work from home or our Toronto-based office (bonus: we cover the costs to bring all our employees in-person twice a year for experiential socials!) 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. We’ll walk through the details together during the interview.