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Senior Organizational Development Specialist


Winnipeg, MB, CANADA

Senior Organizational Development Specialist


This is an exciting time for Wawanesa Insurance- we are growing and transforming our business. Effective Senior Organizational Specialists with proven experience in Succession Planning, Employee Engagement and Organizational Design, will be critical to our success!

If you have strong  facilitation, and collaboration skills and thrive in fast pace work environments then this opportunity will be right for you.  We will be building out our Organizational Development team and need strong contributors to lead the way!

Location: This opportunity is open to our branch locations across Canada

Application Deadline: We will be continuing to evolve this team over the coming months and welcome your future application! We will contact you within two weeks of your application date if we are considering you for our interviewing stage 


Position Description

Working under minimal supervision this role supports Wawanesa's success by implementing innovative organizational development (OD) solutions that support people goals aligned to our business strategy. Working with the OD management team and business leaders, this role will lead the design, development, coordination and implementation of OD programs and initiatives that drive organizational effectiveness, including employee engagement, succession management, organization design, team performance and effectiveness.


Key Responsibilities

  • Create and sustain OD programs and initiatives that build individual and organizational capacity to meet our business strategies and people goals
  • Serve as the lead and key point of contact for the Employee Engagement Survey, including managing oversight of survey activities, reporting and determine how we should focus our post-survey efforts (annually)
  • Lead and implement employee engagement strategies and best practices that support improvements by collaborating with multi-functional groups and regions on initiatives (diagnoses and action planning)
  • Measure and calibrate progress on engagement activities and initiatives to be ensure we are recognized as a Best Employer amongst our peers (monitoring results, pulse surveys, focus groups, benchmarking, etc.)
  • Lead initiatives that enhance and continually improve our succession management program to ensure a strong leadership pipeline for the organization, alignment with our learning and development and talent management programs and processes, and effective use of HRMS technology to support outcomes
  • Build a consistent organization design methodology and approach to effectively align resources and accountabilities (talent deployment)
  • Coach and support business leaders by providing OD solutions that improve team effectiveness and outcomes, and create a high performance culture (eg. diagnose potential organizational problem areas, recommend training and development systems, create definitions of desired individual or group performance, etc.)
  • Act as a subject matter expert by conducting external best practice research, making recommendations that align with the specific nuances of our business
  • Engage and partner with leaders, and liaise with employees, to identify needs and OD strategies that achieve improvements to individual, group and business results
  • Analyzes qualitative and quantitative data to identify and determine appropriate OD initiatives for executive office and regional teams
  • Create effective strategies, tools and guides to assist leaders and employees with understanding and implementation of OD programs and processes
  • Collaborate with other members of the OD, HR Services, Talent Management, and Corporate Communications teams to implement and support OD initiatives
  • Assess the effectiveness of OD initiatives, report on metrics and ROI, make recommendations and implement continuous improvements
  • Performs other duties as assigned



  • Five or more years' experience preferred in relevant roles or equivalent experience (e.g. design and delivery of organization development processes and programs, employee engagement survey processes, succession management programs and processes, organization design processes). Other HR generalist experience preferred.
  • Post-secondary degree in Industrial/Organizational Psychology, Organization Development or closely related discipline. A combination of education, training, and experience deemed equivalent may be considered
  • Experience with implementing new OD initiatives, program or processes to drive business results or change and transition initiatives
  • Ability to work effectively with all levels of management and employees
  • Demonstrated experience in facilitation and consultation with a variety of individuals / groups from senior executives to front line employees on range of simple to complex topics
  • Proven ability to coach and mentor to facilitate effective change and improvements
  • Strong prioritization and organizational skills to manage multiple priorities and navigate through ambiguity
  • Strong interpersonal and communication skills adaptable to a variety of audiences, understanding and anticipating business needs
  • Excellent analytical and problem solving skills by managing the details of complex problems and delivering the results required
  • Advanced customer service orientation with the ability to present ideas, plans and solutions and deliver approaches in a business-friendly context
  • Able to work independently and in collaboration to achieve goals
  • High energy level and the ability to deliver results in a fast-paced environment
  • Proficiency in MS Office (Word, Excel and PowerPoint, Visio) required
  • Experience with survey tools and MS Office 365 preferred
  • Chartered Insurance Professional designation or insurance industry experience is considered an asset
  • Certifications / designations in Organizational Change Management, Process Improvement, Lean would be an asset
  • Ability and willingness to travel


Wawanesa provides its employees with an environment conducive to achieving their goals for personal performance and career development. Our employees are provided with highly competitive compensation packages (salaries, profit sharing, benefits and a defined benefit pension plan). The benefit package is comprehensive and far ranging. Wawanesa provides a stable and rewarding environment for its employees in today's challenging markets.

Join a Canadian success story! Consider this Winnipeg based opportunity!


Wawanesa Insurance is a policyholder-owned mutual insurance company that provides quality products and services at the lowest price. First established in the village of Wawanesa, Manitoba, in 1896, we have grown to be one of the largest property and casualty insurers in the industry, with offices located in Canada, Oregon and California.  

We take pride in our stability and plan to continue growing in the future just as we have in the past.  We are always in search of new talent and offer a highly competitive compensation package. If you are looking to develop your career, consider Wawanesa Insurance. We’d love to hear from you! 

Visit the website

What it's like to work at WAWANESA INSURANCE

Respectful. Challenging. Rewarding.

Our mutual ownership structure offers great stability for employees and plenty of opportunity for growth. Most importantly, we provide an environment that is respectful, challenging and rewarding.

We are committed to earning the trust of not only our customers, but also our staff. For all these efforts, we are proud to have consistently been awarded an A+ (Superior) rating from A.M. Best Co, the world’s oldest and most authoritative insurance rating agency.

Solid Corporate Citizenship

As our company has grown, so has our commitment to giving back. Today, Wawanesa is proud to deliver funding support to over 400 charitable organizations each year. We consistently give well above internationally recognized benchmarks for excellence in corporate philanthropy.

Our charitable support reaches worthwhile groups in every region we do business. We direct our funding to organizations that do truly meaningful work to make our communities brighter, healthier, more vibrant places to live.


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Benefits & Perks

Benefits and Compensation

We know that offering stability for our employees includes highly competitive compensation. 

Our employees are provided with comprehensive and far ranging compensation packages that include:

  • Competitive salaries
  • Disability plans
  • Premium-free dental and extended health benefits
  • Defined benefit pension plan
  • Life Insurance
Achieving Your Goals

At Wawanesa, we provide our employees with an environment conducive to achieving their goals for personal performance and career development.

Some of the perks to help our staff are:

  • Annual Bonus plan
  • Education assistance
  • Personal days
  • Generous vacation allowance
Canadian Success Story

Our story is about the people who have helped to build Wawanesa into one of the largest and most trusted mutual companies on the continent. Our past is not typical of a large corporation. We believe that, if people are the focus, the bottom line looks after itself.

Senior Organizational Development Specialist, WAWANESA INSURANCE , Winnipeg, MB, CANADA