Intermediate Specialist, Cloud & Infrastructure Engineering

Intermediate Specialist, Cloud & Infrastructure Engineering Waterloo, ONT, Canada and 2 more Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We can’t do that without our people, so we embrace and encourage a culture that’s collaborative, ambitious, rewarding, and empowering.
We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.

The Opportunity

We are seeking a highly driven technology professional to lead enterprise-wide efforts in vulnerability remediation, and platform risk management. This role will own the identification, prioritization, and coordination of remediation activities across infrastructure and end-user platforms, working closely with engineering, security, and application teams to ensure timely resolution of risks. The successful candidate will bring structure and consistency to vulnerability, improve visibility and accountability across teams, and strengthen the organization’s overall risk posture and audit readiness through standardized processes and reporting.

We’re now adding to our high-performance team to take us into the future. Let’s rethink insurance, together.

What to Expect

• Coordinate patching and remediation activities across infrastructure, security, and application teams to ensure vulnerabilities are addressed within defined timelines and risk tolerances
• Real response to changing threat environments driven from AI vulnerability discovery and security analysis tools
• Ensure patch management processes align with enterprise standards, security policies, and regulatory expectations
• Participate in governance forums (e.g., CAB, risk reviews) and ensure timely completion of remediation actions based on priority and risk
• Proactively assess and manage security risk exposure, identifying gaps in patch coverage and executing mitigation plans
• Build strong relationships across Technology and business teams to drive accountability and resolution of security and patching issues

What you Bring

• Experience in technologies such as Cloud, Windows Server, Active Directory, Exchange, and Certificate management.

• Experience with virtualized technologies such as VMWare Vcentre, ESXi, etc.

• Able to coordinate small operational projects

• Strong experience in windows patching technologies

• Experience with virtualized desktop environments such as Microsoft WVD

• Knowledge of ITSM tools such as Service Now

• Experience with tools such as Qualys Eliminate

• Certifications:

  • Microsoft MTA/MCSA/MCSE.

  • VMware VCP / VCAP

  • ITIL Foundation.

• 5+ years of relevant experience in supporting server infrastructure

Salary Range: $59,300-$109,200

Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.

This position is being posted to fill an existing vacancy.

Interested in this role, but don’t meet every requirement? We encourage you to apply! We know from experience that a candidate doesn’t need 100% of the qualifications listed to bring incredible value to our team. We’re actively seeking diverse backgrounds and perspectives to help us make insurance better. At Definity, inclusion, diversity, and equity aren’t just “nice to have” — they’re essential to our success.

What’s in it for you?

• Hybrid work schedule for most roles
• Company share ownership program
• Incentive Program - Eligible employees may participate in various incentive plans which are paid out at the discretion of the company and subject to individual and company performance.
• Pension and savings programs, with company-matched RRSP contributions
• Paid volunteer days and company matching on charitable donations
• Educational resources, tuition assistance, and paid time off to study for exams
• Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, access to programs for working parents
• Wellness and recognition programs
• Discounts on products and services

Go ahead and expect a lot — you deserve it.

It’s better here — but don’t take our word for it. Definity was named by Great Place to Work® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.

Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting accessibility@economical.com.

This role requires successful clearance of background checks (including criminal checks and leadership references).