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TECHNOLOGY READINESS & ENABLEMENT MANAGER

@ Green Shield Canada

Toronto, Ontario

7+ years experience
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SIGNALS

Overview

Green Shield Canada is hiring a Technology Readiness & Enablement Manager to set and run the technology communications strategy across its Digital & Technology portfolio. The role translates complex technology change into audience-focused messages for employees and executives. Base salary is CAD $72,521 to $109,341, reporting to the Director, IT PMO, Business Planning & Strategy.

Responsibilities:

  • Own an integrated technology communications strategy
  • Advise Technology leaders on messaging and risks
  • Develop executive content, FAQs and toolkits
  • Lead communications for major technology initiatives
  • Manage the editorial calendar and communications governance

Requirements summary:

  • 7 to 10 years of progressive communications experience
  • Bachelor's degree or equivalent experience
  • Exceptional writing and storytelling skills
  • Experience advising senior leaders in a matrixed organization
  • Working knowledge of Microsoft 365 collaboration tools

Tools & skills

Source and dates

Source type not verified · csod

Employer posting date
2026-09-30
First seen by our source
2026-10-14
Source record updated
2026-11-06

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentMarketing
Experience7+ years
Work settingOffice
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
EducationBachelor’s degree (required)
Fields of studyCommunications, Business, Public Relations, Journalism, Technology

Summary and details written by AI from the posting; the employer’s posting is the authority.

Green Shield Canada

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

Better Health for All.

Full company description

As Canada's only national non-profit health care and insurance organization, GreenShield believes health care is a right, not a privilege. We're dedicated to improving health outcomes, driving systemic change, and building a future where every Canadian can reach their full health and well-being potential. We are revolutionizing the health care and insurance experience by bringing coverage and care together in one place. Through our unique integrated payer-provider ("payvider") model, we offer insurance, administer benefits, and pay claims as a ‘payer’ while offering health care services such as mental health, pharmacy, telemedicine, and chronic disease management as a ‘provider’. As a non-profit social enterprise without shareholders, we reinvest our excess earnings to directly support underserved communities. Through GreenShield Cares, we positively impacted the health and well-being of over one million Canadians between 2020 and 2025. What’s driving us now is the commitment to measurably impact an additional three million Canadians by 2030 – across mental health, essential medicines, and chronic disease management – through scalable initiatives that deliver meaningful change in pursuit of our mission of Better Health for All. GreenShield is proud to be recognized multiple times as one of Canada's Most Admired Corporate Cultures, certified annually as a leading Imagine Canada Caring Company, and honoured with repeat placement on Fortune’s prestigious Change the World list – a testament to our sustained commitment to purpose-driven innovation and impact.

LinkedIn followers
29,546
People associated on LinkedIn
1,587
Reported office locations
  • 8677 Anchor Drive, P.O. Box 1606, Windsor, Ontario N9A 6W1, CA
  • 5140 Yonge St, Toronto, ON M2N 6L7, CA
  • Bow Valley Square 4, 250 6 Avenue Southwest Suite 1220, Calgary, AB T2P 3H7, CA
  • 255 Queens Ave, London, ON N6A5R8, CA
  • 595 Burrard St., Suite 833, Vancouver, BC V7X 1L2, CA
Business categories
  • Health Care
  • InsurTech
  • Non Profit
  • Insurance
  • Dental
Other recorded names
  • Green Shield Canada
  • GreenShield
Specialties
  • Insurance
  • Administration
  • Health
  • Pharmacy
  • Social Impact
  • Mental Health
  • Telemedecine
  • Health and Benefits
  • and Oral Health
Profile identifies a recruitment agency
No
Reported total investment
0

Currency and observation date were not supplied; this is not a current valuation or a funding round.

As Canada's only national non-profit health care and insurance organization, GreenShield believes health care is a right, not a privilege. We're dedicated to improving health outcomes, driving systemic change, and building a future where every Canadian can reach their full health and well-being potential. We are revolutionizing the health care and insurance experience by bringing coverage and care together in one…

FieldValue
IndustryNon-profit Organizations
Company size1,001-5,000 employees
HeadquartersWindsor, Ontario
Organization typeNonprofit
SpecialtiesInsuranceAdministrationHealthPharmacySocial ImpactMental HealthTelemedecineHealth and Benefitsand Oral Health
Open jobs on Jobsy74
LinkedInView page
Job description

WHO WE ARE

GreenShield is a proudly Canadian, national non-profit health care and insurance organization, driven by our mission of Better Health for All. We believe health care is a right, not a privilege, and we are committed to improving health outcomes, advancing health equity, and building a future where every Canadian can reach their full health and well-being potential.

Through our unique integrated payer-provider ("payvider") model, we offer insurance, administer benefits, and pay claims as a ‘payer’ while offering health care services such as mental health, pharmacy, telemedicine, and chronic disease management as a ‘provider’. As a non-profit social enterprise without shareholders, we reinvest our excess earnings to directly support underserved communities. Through GreenShield Cares, we positively impacted the health and well-being of over one million Canadians between 2020 and 2025. What’s driving us now is the commitment to measurably impact an additional three million Canadians by 2030 – across mental health, essential medicines, and chronic disease management – through scalable initiatives that deliver meaningful change in pursuit of our mission of Better Health for All.

At GreenShield, our culture is where purpose meets passion and performance. Our teams work as one to deliver meaningful, measurable impact for the people and communities we serve.

THE ROLE IN A NUTSHELL

Base Salary: CAD $72,521.00 - 109,341.00

GreenShield is undergoing significant technology-enabled transformation, and is seeking a Technology Communications Manager to lead clear, consistent and engaging communications across the Digital & Technology portfolio.

Reporting to the Director, IT PMO, Business Planning & Strategy, the Manager will set the technology communications strategy and translate complex priorities, programmes and changes into audience-focused narratives that build understanding, confidence and adoption. The role will partner with Technology leaders, Corporate Communications, Enterprise Change Management, project teams and business stakeholders to ensure communications are coordinated, timely and aligned with enterprise priorities.
This is a hands-on role for an experienced communications professional who can move comfortably between strategy and execution, advise senior leaders, establish strong editorial and channel discipline, and develop high-quality content for employees and executive audiences.

Key responsibilities include:

  • Own and execute an integrated technology communications strategy aligned with Technology priorities, transformation roadmaps and enterprise objectives.
  • Act as a trusted communications adviser to Technology leaders, providing counsel on messaging, sequencing, audience needs, risks and stakeholder engagement.
  • Develop compelling narratives and executive-ready content, including leadership messages, presentations, town hall materials, programme updates, FAQs, intranet content, toolkits and short-form learning assets.
  • Lead communications for major technology initiatives, including AI enablement, digital employee experience, new platforms, system implementations and changes to technology processes or ways of working.
  • Create and manage an editorial calendar and communications governance approach that improves coordination, consistency and visibility across the Technology portfolio.
  • Partner with Change Management, Corporate Communications, pproject and product teams, and business stakeholders to align communications with change impacts, readiness activities, training and adoption plans.
  • Translate technical concepts, programme status and business impacts into clear, concise and audience-appropriate language.
  • Plan and support leadership forums, town halls, information sessions, campaigns and other engagement activities that build awareness and confidence in technology change.
  • Establish measures for communications effectiveness and use engagement, feedback and adoption insights to continuously improve plans and content.
  • Identify communications risks, gaps and stakeholder concerns early, and recommend practical mitigation actions.
  • Maintain high standards for quality, brand alignment, accessibility, confidentiality and accuracy across all technology communications.
  • Provide direction, coaching and quality oversight to communications contributors, agencies or partners, as applicable.

To succeed in this role

  • You are a strategic storyteller who can connect technology priorities to business outcomes and employee experience.
  • You build trusted relationships and confidently advise senior leaders and cross-functional partners.
  • You combine sound judgement and discretion with a willingness to roll up your sleeves and deliver.
  • You bring structure to a fast-moving environment and can manage competing priorities without compromising quality.
  • You are curious about emerging technology, including AI, and can make complex topics relevant and accessible to different audiences.
  • You use data and feedback to assess communications effectiveness and refine your approach.

WHO WE'RE LOOKING FOR

Experience and education

  • Bachelor’s degree in Communications, Business, Public Relations, Journalism, Technology, Organizational Development or a related field, or an equivalent combination of education and experience.
  • 7-10 years of progressive experience in internal, corporate or technology communications, including experience leading communications for complex transformation initiatives.
  • Demonstrated experience developing communications strategies and advising senior leaders in a large, matrixed organization.
  • Exceptional writing, editing, storytelling and presentation-development skills, with a portfolio of work for varied audiences and channels.
  • Experience managing multiple programmes, campaigns or communications workstreams in a dynamic environment.
  • Experience partnering across Communications, Change Management, Technology, HR and business functions.

Preferred experience

  • Experience communicating technology transformations such as AI adoption, digital workplace or employee experience initiatives, platform implementations, cloud transformation or cybersecurity programmes.
  • Familiarity with change management and adoption practices, including stakeholder engagement, change impacts, readiness and reinforcement.
  • Experience developing multimedia content using tools such as PowerPoint, Canva and Clipchamp, and publishing content through digital workplace or collaboration platforms.
  • Communications, change management or project management certification is an asset.

Knowledge and skills

  • Technology communications strategy, executive communications and employee engagement.
  • Audience segmentation, channel planning, editorial governance and campaign management.
  • Clear, concise writing and editing, with the ability to translate technical information into plain language.
  • Executive presence, stakeholder management, facilitation and influencing without authority.
  • Measurement of communications reach, engagement, understanding and adoption.
  • Strong organization, judgement, problem solving, attention to detail and commitment to quality.
  • Working knowledge of Microsoft 365 communications and collaboration tools; familiarity with AI-enabled workplace tools is an asset.

THE CULTURE
We believe a career should be meaningful. Not just a means to earn a living. Our culture is one where everyone's voice is heard and valued. Because that’s what it takes to create better health for all. We dare to challenge the status quo. And we’re driven by people who have challenged theirs. We believe that your workplace should empower you to be the best version of yourself. That’s why we provide a place where you can be inspired, challenged, and rewarded.

Where your growth means our growth.
Where your voice is heard and valued.
Where your work has purpose. And purpose matters.

We believe our people are critical to our overall success. Inclusivity makes us a stronger, smarter and more informed organization. Being intentionally inclusive of diverse backgrounds, perspectives and experiences will enhance our company culture to positively impact how we support our communities. A career at GreenShield isn’t just about personal achievements, it's about making a difference together.

Here’s to Better Health for All!

A FEW MORE DETAILS
Proficiency in English is required for this position. As part of this role, you will be required to communicate with colleagues or customers who use English as their primary language. By requiring English proficiency for this position, we aim to ensure that our employees can excel in their roles, collaborate, and communicate effectively, and contribute to the success of our organization.

GS supports diversity, equity and inclusion in our teams and communities, and we value the unique contributions made by all. Even if your experience doesn’t align perfectly to every requirement, we invite you to apply. We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process. Please let us know of any accommodation through [email protected]. Information received relating to accommodation will be addressed confidentially.

Providing this information gives GS consent to use your personal information to assess your suitability for specific positions, future opportunities or for your personnel file. Your résumé will be held in strict confidence and will be viewed only by the Organization. Information may be stored outside of Canada and could be used for aggregate statistical purposes (which uses no personal identification).

AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.

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