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Added 9 mins ago
HÀ
Country Manager – Canada
HR à la carte
Mississauga, ON
- Full-time
Do the Right Thing - Put the greater good above all else. See the big picture and know the value of honesty and integrity. Be both humble and confident. Lead by example.
Added 9 mins ago
T
Senior Business Analyst - TD Asset Management
TD
Toronto, ON
- Full-time
Lead, analyze, document, and manage requirements with stakeholders by applying a variety of techniques to probe, elicit, challenge, understand, and gain consensus on requirements.
Added 9 mins ago
T
Finance Operations Analyst I
TD
Dieppe, NB
- Full-time
Provides a broad range of analytical / advanced finance processing / reporting support and general accounting expertise. Roles may also provide related finance operational / initiative…
Added 9 mins ago
J&
IM Transcend-Program Manager, Signavio
Johnson & Johnson Innovative Medicine
Toronto, ON
- Full-time
We are seeking an experienced, hands-on Manager to lead the deployment, ongoing support, and adoption of our Signavio process management program. This role combines technical delivery,…
Added 9 mins ago
TS
Program Services Caseworker (PSCW) – Awake Overnight
The Salvation Army Canada and Bermuda Territory
Sutton, ON · York Housing & Supportive Services - Sutton
- Full-time
…encouragement and access to wrap around supports that ultimately lead to getting housed and staying housed. The work of this position seeks to prevent and eliminate youth homelessness,…
Added 9 mins ago
C
Sr Analyst, Automation & Analytics
CIBC
Toronto, ON
- Full-time
The Operations, Transformation and Automation is building and supporting instrumentation, analytics, automation, reporting and capacity management capabilities. We are committed to…
Added 9 mins ago
C
Theatre Manager Oakville & VIP 3 Month Contract
Cineplex
Oakville, ON · CPX Oakville & VIP
- Full-time
You have demonstrated the ability to lead a team during high volume business periods in multiple departments.
Added 9 mins ago
BC
Mechanical Project Engineer - Industrial East
Bird Construction
Ottawa, ON
- Full-time
Maintain accurate project records and support progress reporting.
Added 24 mins ago
IF
Manager, International Tax
Intact FC
Toronto, ON
- Full-time
…Manager, International Tax to join our high-performing Tax team. Reporting to the Director, International Tax, this role offers the opportunity to work on complex cross-border tax matters,…
Added 24 mins ago
R
Senior Financial Analyst
Roofmart
Brampton, ON · Roofmart Brampton Office
- Full-time
Lead the annual business planning process for the branches under the SFA’s responsibility
Added 24 mins ago
Project Director, Major Infrastructure Delivery
VIA HFR - VIA TGF Inc
Montreal, QC
Reporting to the Vice President, Strategic Procurement, the Project Director serves as Alto’s main point of accountability for the successful delivery of assigned work packages within one…
Added 24 mins ago
Industrial Systems Program & Performance Lead
Amrize
Edmonton, AB · AB · Calgary, AB
Reporting to the Manager, Industrial Systems Acceleration & Implementation, the Industrial Systems Program & Performance Lead plays a key role in accelerating the development,…
Added 24 mins ago
Change Control Manager 1
GRIFOLS, S.A.
Mississauga, ON
…matrix organization. This role is responsible for assessing and reporting GMP risks, quality trends, and the effectiveness of quality systems across Grifols Canada Plasma. As the primary…
Added 24 mins ago
Supervising Associate, Resource Management
EY
Toronto, ON
As a Resource Management Supervising Associate, you will lead the process of assigning the appropriate client-serving professionals to engagements. You will make strategic staffing…
Added 24 mins ago
Catering Chef
Wilfrid Laurier University
Waterloo, ON
Reporting to the Executive Chef, this position involves coordinating the daily food production tasks and duties as they relate to the overall operation of the Fresh Food Company (FFCo) and…
Added 24 mins ago
RA
Senior Change Management Lead – HR Technology Transformation
Recrute Action
Toronto, ON
- Contract
Develop governance frameworks, risk mitigation plans, and executive reporting.
Added 24 mins ago
OR
Public Relations Manager
OSL Retail Services Inc
Mississauga, ON
- Other
We are currently seeking a Manager, Public Relations, Communications and Citizenship. . Reporting to the Senior Manager, Corporate Communications and Citizenship, this role requires close…
Added 24 mins ago
WC
Computer Operator
Western Canada Lottery Corporation (WCLC)
Winnipeg, MB
- Full-time
…in Winnipeg, Manitoba. This position will report to the Team Lead, Operations. Interested applicants must be available for shift work in our 24x7 operations centre including days, evenings,…
Added 24 mins ago
NC
Contract Advisor
Noramtec Consultants Inc.
Calgary, AB
- Contract
…support capital and business-unit projects across its sites. Reporting into the contracting and procurement team, you’ll work closely with project execution teams and contractors to keep…
Added 24 mins ago
Q
Business Developer
QPS
Fredericton, NB
- Full-time
Lead negotiations and close deals, managing commercial terms in line with company policy.
Added 24 mins ago
CS
Production Supervisor
Calhoun Super Structure
Goderich, ON
- $35 to $40 CAD / hour
- Full-time
…time. The role acts as a key link between production employees, Lead Hands, Production Planning, Quality, Maintenance, and Management to achieve operational…
Added 24 mins ago
C
Senior Business Analyst - Fixed Income
CanDeal
Toronto, ON
- Full-time
Reporting to the Head of PMO, the Senior Business Analyst is responsible for collecting, documenting and communicating business requirements to stakeholders and translating them into…
Added 24 mins ago
SP
Labour Relations Advisor
Surrey Police Service
Surrey, BC
- $115,640 to $136,047 CAD / year
- Full-time
…the Human Resources team within the HR and Support Division. Reporting to the HR Advisory Services Manager, this role serves as a trusted advisor to management on a broad range of labour…
Added 24 mins ago
OM
Director, Inventory Management
Ontario Medical Supply
Mississauga, ON
- Full-time
Lead development of scalable dashboards and exception-based reporting using ERP, WMS, Excel, Power BI and related analytical tools.
Added 24 mins ago
TM
Engineering Manager - Calgary, AB
Tidewater Midstream and Infrastructure
Calgary, AB
- Full-time
Tidewater has an immediate opening for an Engineering Manager, reporting to the EVP, Midstream Operations. This is a full-time position based out of our Calgary head office. Its serves as…

Talent Acquisition Team at Westland Insurance. Text reply only.

Program Manager, AI Enablement & Workforce Readiness

Toronto, ON, Canada
Surrey, BC, Canada

Expected Compensation: The expected hiring range for this role is $96,000 to $120,000 based on a 35-hour work week.

Apply About employer

Applications open in a new tab.

Job details

Pay: Expected Compensation: The expected hiring range for this role is $96,000 to $120,000 based on a 35-hour work week.
Posting language: English
Posted: Oct 6, 2026

Original job description

Program Manager, AI Enablement & Workforce Readiness

We’re searching for a Program Manager, AI Enablement & Workforce Readiness. Are you searching for new possibilities?

This is a 24-month contract opportunity focused on preparing Westland’s workforce for AI, emerging technologies, and new ways of working. This is a hybrid role open to candidates based in the Greater Vancouver or Greater Toronto Area. You’ll enjoy the flexibility of working from home while staying connected with your team through regular time in one of our local offices.

Expected Compensation: The expected hiring range for this role is $96,000 to $120,000 based on a 35-hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role and internal equity.

Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.

Discover what’s possible, with Westland

The Westland story is all about growth, and that means plenty of possibility for everyone on our team. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.

As a Program Manager, AI Enablement & Workforce Readiness, you’ll help prepare Westland’s workforce for changing business needs, emerging technologies, and new ways of working. You’ll support our Future Ready Workforce strategy by leading learning and capability-building initiatives that help employees and leaders build the skills and confidence to work effectively in an evolving environment.

This isn’t a technical AI role. You don’t need to be Westland’s deepest technical AI expert. In this role you will work closely with our People & Performance, Organizational Change Management, Business Technology Enablement, Technology, and business teams, to translate emerging technology and business transformation into practical, measurable, workforce capabilities.

Interested in learning more?

Why you’ll love Westland:

An open, flexible and welcoming workplace

Plenty of opportunities to grow and learn

Autonomy to own your own success

Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds

Flexible paid Values Days to celebrate days important to you

Paid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees

Why we’ll love You:

You have 5+ years of experience leading complex learning programs, organizational effectiveness, learning and capability, change enablement, workforce planning, or related initiatives

You have demonstrated experience leading cross-functional initiatives in a complex, and evolving organization, with the ability to build trusted relationships and influence without direct authority

You can translate business strategy and emerging technology trends into practical capability, learning, and adoption plans

You bring a working knowledge of AI-enabled ways of working, digital adoption, responsible use, and the organizational conditions required to support successful adoption

You have strong program and project management skills, including integrated planning, governance, risk and dependency management, budget oversight, vendor management, and executive reporting

You’re an analytical problem solver who can define meaningful measures and use data, feedback, and insights to evaluate progress and guide decisions

You’re an excellent communicator, facilitator, and presenter who can make complex concepts clear, practical, and relevant to a variety of audiences

You have experience with champion networks, communities of practice, insurance, financial services, retail or distributed organizations

A degree or equivalent experience in a related field; along with certifications in program/project management, change management, adult learning or workforce planning are considered assets

Once here, you’ll:

Lead the People & Performance components of Westland’s Future Ready Workforce roadmap and manage program plans, including scope, objectives, deliverables, milestones, resources, risks, dependencies, budgets, governance, and executive reporting

Partner across People & Performance, Organizational Change Management, Technology, Business Technology Enablement and business teams, to translate transformation priorities into workforce readiness, future skills, capability, role, workflow, and learning requirements

Coordinate capability mapping, skill-gap analysis, and future capability planning while supporting recommendations related to workforce planning, role design, talent mobility, career pathways, reskilling, and future talent pipelines

Build and lead Westland’s cross-functional AI Champion Network, establishing its operating model, expectations, priorities, measures, and cadence while creating opportunities to share proven use cases, challenges, emerging practices, and reusable resources

Partner with Learning & Development and external vendors to develop role-based learning pathways and practical resources such as playbooks, use-case libraries, prompt frameworks, guides, workshops, facilitated practice, office hours, and communities of practice

Help employees and leaders use AI-enabled ways of working effectively and responsibly, including developing the judgment to evaluate AI-generated work for accuracy, quality, usefulness, completeness, risk, and appropriate human review

Partner with Organizational Change Management, Communications, the Business Technology Enablement Office, and business leaders to support successful adoption and address barriers related to capability, confidence, behaviours, process friction, expectations, and leader support

Establish and track measures of program delivery, workforce readiness, capability, adoption, workflow application, and business impact, providing concise executive reporting and using feedback and insights to continuously improve enablement strategies and programs

Want to get to know each other better? Send your resume our way.

You belong here
We strive to be much more than a great place to work. Here, you join a collective of incredibly vibrant, purpose driven, and open-minded people. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. You will be supported and respected for who you are and for the voice you add to the conversation.

At Westland, you will feel the power of community. Westland Insurance Ltd. is an inclusive organization that values diversity in its workforce. We listen, champion equity and diversity, and create safe welcoming spaces where everyone has a voice and is free to be themselves. Westland Insurance Ltd. encourages applications from all qualified individuals and will accommodate applicants' disability-related needs, up to the point of undue hardship, throughout all stages of the recruitment and selection process.

If you require a disability-related accommodation in order to participate in the recruitment process, please contact the recruitment team by email at careers@westlandinsurance.ca

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More about this job

Responsibilities

The Program Manager will lead learning and capability-building initiatives to prepare the workforce for AI and emerging technologies. They will partner with cross-functional teams to translate business transformation into practical workforce readiness and adoption plans.

Requirements

Candidates must have 5+ years of experience in learning programs, organizational effectiveness, or change enablement. Strong project management skills and the ability to influence without direct authority are essential for this role.

Skills

Program management
Change management
Workforce planning
Capability building
Organizational effectiveness
Strategic planning
Cross-functional leadership
Digital adoption
Stakeholder management
Data analysis
Facilitation
Communication
Project management
Budget oversight
Vendor management
Executive reporting

Benefits

Financial assistance for professional development
Flexible paid Values Days
Paid Volunteer Days
Inclusive culture

Visa sponsorship

Not detected in the job text

Keywords

AI Enablement
Workforce Readiness
Program Management
Change Management
Organizational Change Management
Future Ready Workforce
Capability Mapping
Skill-gap Analysis
AI Champion Network
Digital Adoption
Learning & Development
Business Transformation
Project Management
Governance
Risk Management
Budget Oversight
Vendor Management
Executive Reporting
Data Analysis
Facilitation
Insurance
Financial Services
Retail
Prompt Frameworks
Communities of Practice
Reskilling
Career Pathways
Talent Mobility
Role Design
Workflow Application

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