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Supervisor, Application Delivery

Date: Oct 1, 2021

Location: Winnipeg, MB, CA, R3C-3P1 Regina, SK, CA, S4S-6X3 Saskatoon, SK, CA, S7H-0W5 Kitchener, ON, CA, N2G-1H6 Toronto, ON, CA, M2P-2B7 Vancouver, British Columbia, CA, V6J-4Y3 Edmonton, AB, CA, T6E-6A8 Moncton, New Brunswick, CA, E1E-4R5 Calgary, AB, CA, T2R-0E4

Company: Wawanesa Insurance


We’re proud to give our employees the flexibility to choose how and where they want to work. In this role, you will decide whether your preference is to work from home, work from the office or a hybrid of time spent at both. You may live and work anywhere that Wawanesa operates in Canada. 

Wawanesa Mutual Insurance is one of the largest property and casualty insurers in Canada with $3 billion in annual revenues and assets of more than $9 billion. Wawanesa Mutual, founded in 1896 with executive offices in Winnipeg, is the parent company of Wawanesa General, which offers property and casualty insurance in California and Oregon, and Wawanesa Life, which distributes life insurance products and services throughout Canada. With over 3,500 employees, Wawanesa proudly serves over two million policyholders in Canada and the United States. Wawanesa actively gives back to organizations that strengthen communities where it operates, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.


Job Overview

Working under minimal direction, this role contributes to Wawanesa’s success by advancing our Enterprise Integration and API capabilities with a strong focus on delivering new connections and APIs, focusing on quality, and a proactive mindset to support operations of our critical business applications and infrastructure.


The purpose of Enterprise Integrations it to connect and accelerate our business by connecting enterprise services, discovering valuable services, applications and data, teams by providing them access to the right tools and technologies to continually improve both the speed and quality of delivered business value.


The ideal candidate will be a servant leader with a passion for implementing industry leading API and Integration best and as an end-to-end ownership (i.e. you build it you run it). 


You will have experience/exposure to Integrations, APIs, AWS, automation, TDD/BDD and legacy Quality Assurance practices. Experience with monitoring platforms not limited to AppDynamics/Splunk would be a significant asset.


Job Responsibilities

  • Manage, facilitate and communicate development delivery plans and progress with all required stakeholders.
  • Manage Enterprise Integration team activities to ensure successful and timely completion of deliverables.
  • Manage, maintain and help transform the continuous delivery process within the organization.
  • Plan and manage the vitality of various tools that the team supports.
  • Ensure continuous improvement in operational processes.
  • Oversee and coach a team to ensure work environment is respectful, challenging, rewarding, and employees are maximized to their full potential while contributing to the achievement of the company’s goals.
  • Provide technical expertise and advise on techniques to overcome challenging situations.
  • Contribute to the onboarding of new employees and/or co-ops and ensure they are setup for success.
  • Perform other duties as assigned.


  • Three years experience performing senior IS role.
  • Completion of post-secondary degree/certificate or equivalent experience.
  • Strong communication skills, with the ability to communicate in a clear and concise manner.
  • Strong planning and organizing skills, with the ability to develop and implement plans by prioritizing work to accomplish organizational goals while maintaining day-to-day support levels.
  • Servant leadership skills, with the ability to facilitate high team morale by encouraging/coaching team members and helping to remove impediments to their productivity.
  • Sound decision making skills, with the ability to direct team members to achieve goals through clear instruction.
  • Experience with leading/implementing and/or facilitating change across teams
  • Experience with Integration/API best practices and industry standard tools
  • Experience with MuleSoft, JMeter, DevOps, AWS, or other API tools is considered an asset.
  • Experience with continuous monitoring tools like AppDynamics, Splunk, AWS CloudWatch is considered an asset

Wawanesa provides its employees with a respectful, challenging and rewarding environment where they can maximize their potential while contributing to the company’s goals. Our full-time permanent employees are provided with highly competitive compensation packages (salaries, generous vacation allowance, leave top up, annual bonus plan, premium free benefits and a pension plan). Wawanesa provides a stable environment for its employees in today’s challenging markets. 

Wawanesa is an equal opportunity employer and is committed to fostering a diverse workforce that is equitable and inclusive for all. Wawanesa provides equal employment opportunity to all employees and applicants without regard to an individual’s protected status: race/ethnicity, colour, religion, creed, sex or gender, sexual orientation, gender identity or expression, family or marital status, pregnancy/childbirth or related conditions, national origin, disability, military or veteran status, or any other protected status. Accommodations are available upon request throughout all aspects of the selection process. Candidates requiring accommodations may contact, in confidence,

If you are interested in this exciting, challenging position with Wawanesa, apply today with your Resume.