Find work in Canada.

553,978 jobs across our Canadian network. How we count

Jobs in Canada

Email me new jobs Save this search

Added 3 days ago
KE
Senior Program Manager
Kitchener Executive Consultants Inc
Cambridge, ON
- Full-time
The Senior Program Manager will direct engineering activities encompassing Advanced Product Quality Planning (APQP), manufacturing process development, technical risk assessments, new…
Added 3 days ago
PS
Project Manager
Polaryn Solutions Inc.
Dartmouth, NS
- Full-time
Reporting to the Senior Manager, Major Projects, the Project Manager is responsible for overseeing and delivering the successful execution of projects that support innovation and growth…
Added 3 days ago
SL
AVP, Technology Lead - Digital
Sun Life
Toronto, ON · Waterloo, ON · Montreal, QC · Sun Life Toronto One York
- Full-time
The role combines strategic leadership, technical oversight, people leadership, delivery execution, operational accountability, and vendor/financial management to drive technology…
Added 3 days ago
HA
Manager, E,I&C
Halyard and Micon Group
Toronto, ON
- Full-time
…including studies, detailed design, procurement, cost control, program management, construction, and commissioning predominately in the mining and minerals processing sector. We thrive in…
Added 3 days ago
B
Operations Manager
BGIS
Toronto, ON
- Full-time
▪ Meet with Property Management team, Operations team, tenants, vendors, contractors and senior management as needed to review
Added 3 days ago
W
Senior Warehouse Associate - M-F 4:30pm-1am
Wesco
Calgary, AB
- Full-time
As the Senior Associate - Supply Chain Services, you will be responsible for performing project based specialized wire cutting applications and/or value-added services within the warehouse…
Added 3 days ago
M
Manager and Senior Advisor, to Deputy Chief Engineer & EVP of Engineering & Asset Management
Metrolinx
Canada
- Full-time
Our Engineering, Safety and Asset Management Division is seeking the support of a Manager and Senior Advisor with exceptional communication (written and verbal) and change management skills…
Added 3 days ago
Senior Manager, Managed Asset Program (12 month contract)
Scotiabank
Toronto, ON
Contributes to the overall success of the Managed Portfolio Program Global Portfolio Solutions / Scotia Wealth Management in Canada ensuring specific individual goals, plans, initiatives…
Added 3 days ago
RI
DSM Evaluation Manager - EM&V
Resource Innovations
Remote, Canada
- Full-time
- Remote
…to join our expanding team. In this role, you will provide technical support and project management services within the Advisory Services Group business unit, focusing on energy efficiency…
Added 3 days ago
S
Intermediate Power Systems Engineer
Stantec
Fredericton, NB
- Full-time
Ability to work independently on assigned technical tasks and collaborate effectively with senior engineers and project teams.
Added 3 days ago
S
Senior Power Systems Engineer
Stantec
Fredericton, NB
- Full-time
…project scope documents, engineering schematics and plans, technical reports, cost estimates as well as support project…
Added 3 days ago
Course Author - Nuclear Training
Aecon
Cambridge, ON · Oshawa, ON · Pickering, ON
…Instructional Designer, Instructional Technologist, or training program lead. The role organizes approved technical content into clear, accurate, and consistent learning products; applies…
Added 3 days ago
S
Director - East Harbor
SYSTRA
Toronto, ON
- Full-time
outstanding organizational capability for program management and, simultaneously bring our global
Added 3 days ago
S
Tracks Engineering Director
SYSTRA
Toronto, ON
- Full-time
…Metrolinx reorganization. The role is required to provide strategic technical oversight, engineering governance, asset lifecycle management and interface design for track infrastructure…
Added 3 days ago
HI
Manager, E,I&C
Halyard Inc.
Toronto, ON
- Full-time
…including studies, detailed design, procurement, cost control, program management, construction, and commissioning predominately in the mining and minerals processing sector. We thrive in…
Added 3 days ago
Senior Data Engineer
Capgemini
Vancouver, BC
The involves leading and managing a team of data engineers, overseeing data engineering projects, ensuring technical excellence, and fostering collaboration with stakeholders. They play a…
Added 3 days ago
WO
Education Assistant, Mac - CARE Program
William Osler Health System
Brampton, ON
- Full-time
…training and promotional opportunities. Guided by our accomplished senior leadership team, together we are driving our vision of patient-inspired health care without…
Added 3 days ago
Senior Software Development Engineer, Transactional Services
Amazon
Vancouver, BC
Candidate must be able to work with a minimum of technical supervision and supplemental engineering support, while responding efficiently to multiple program priorities. In addition, the…
Added 3 days ago
G
Senior Vehicle Systems Engineering
Geotab
Waterloo, ON
- Full-time
As a Senior Vehicle Systems Engineer, your key responsibilities will include leading complex vehicle investigations, reverse engineering, and root-cause analysis; defining safe and reliable…
Added 3 days ago
M
Manager, Payments Data Governance
Metrolinx
Toronto, ON
- Full-time
Reporting to the Senior Manager, AI & Data Governance within I&IT’s Enterprise AI & Data Centre of Excellence (CoE), the Manager provides dedicated data governance leadership and support to…
Added 3 days ago
Executive Assistant
D2L
Winnipeg, MB · Kitchener, ON
This is more than a traditional administrative role. You will help two senior leaders operate effectively as partners, protect their time and attention, strengthen the quality of their…
Added 3 days ago
Assurance - Senior Associate, Accounting & Assurance
Segal GCSE LLP
Toronto, ON
Technical foundation | File ownership and accountability | Professional judgement and skepticism | Accuracy, review and documentation | Client communication | Coaching and team development…
Added 3 days ago
TR
Senior Accounts Payable/Project Accountant
Trillium Rail Partners
Mississauga, ON
- Full-time
…improvements to internal controls and accounting procedures. Technical accounting conclusions and matters requiring management approval are escalated to the Finance and Admin…
Added 3 days ago
CO
Job ID #32326: Project Manager, Hamilton Water Facilities
City of Hamilton
Hamilton, ON
- Full-time
- Temporary
The Project Manager is accountable for ensuring that project management services and construction activities are delivered through the effective and efficient use of financial and staff…
Added 3 days ago
GC
Senior Mining Services Consultant (26063)
GEMTEC Consulting Engineers and Scientists Limited.
Mount Pearl, NL
- Full-time
Experience with detailed project management, budgeting, scheduling, leading field personnel, and technical expertise is required

D2L

Executive Assistant

Winnipeg, MB, Canada
Kitchener, ON, Canada

$75,000 - $85,000 CAD

Apply About employer

Applications open in a new tab.

Job details

Pay: $75,000 - $85,000 CAD
Posting language: English
Posted: Oct 29, 2026

Original job description

D2L is a cloud company that is modernizing education and building the Future of Work. The old models of teaching and learning are in the midst of the largest transformation in history, and D2L is at the heart of that fundamental shift.

New models of teaching and learning enable a personalized, student-centric experience – and deliver improved retention, engagement, satisfaction, and results for learners of all ages – in schools, campuses, and companies.

D2L is disrupting the way the world learns, by providing the next generation learning environment and solutions to engage and inspire learners. And most importantly, by giving customers a platform that is easy, flexible, and smart. No other company provides a solution as robust and innovative as D2L.

D2L has had a singular mission for 25 years and is dedicated to that same mission in the years ahead: to transform the way the world learns – and by doing so, we will help improve human potential globally.

Every application we receive is personally reviewed by a member of our Talent Acquisition team - yes, a real person looks at your resume! While we use AI tools internally to streamline tasks like meeting notes, summaries, and administrative work, these tools never rank resumes, make hiring decisions, or influence candidate evaluations.

ABOUT THIS ROLE:

D2L is looking for an ambitious, highly organized, and exceptionally thoughtful Executive Assistant to support our Chief Product Officer and Chief Technology Officer.

This is more than a traditional administrative role. You will help two senior leaders operate effectively as partners, protect their time and attention, strengthen the quality of their leadership routines, and ensure important work moves forward. You will be trusted to exercise sound judgment, anticipate needs, improve how the offices of the CPO and CTO operate, and bring clarity and follow-through to a fast-moving environment.

You will report to the CPO and work closely with the CTO, their leadership teams, and partners across the broader D2L organization.

This role is based in either Kitchener or Winnipeg, with an expectation of working from the office at least three days per week.

HOW YOU'LL MAKE AN IMPACT:

Enable effective executive leadership

Manage integrated calendars for the CPO and CTO, balancing competing priorities, protecting time for strategic work, and ensuring both leaders are well prepared for the commitments that matter most.
Make routine prioritization and scheduling decisions independently within established guardrails, escalating exceptional conflicts or sensitive matters as appropriate.
Exercise judgment and appropriate authority to challenge low-value meetings, ensure the right people are involved, and improve meeting quality.
Coordinate meeting agendas, pre-reads, decisions, actions, and follow-through for the CPO, CTO, and joint leadership forums.
Prepare concise executive meeting briefs that clarify the purpose, context, participants, desired decisions, and required preparation.
Manage incoming requests and information flow for the CPO and CTO, using sound judgment to triage, draft responses, escalate urgent matters, and ensure important commitments are not lost.
Maintain visibility into key executive commitments and surface unresolved decisions, risks, or follow-up items before they become issues.
Support continuity when either executive is unavailable by ensuring delegation paths, decisions, and communications are clear.
Provide limited coordination support to the Product and TED leadership teams.
Support travel coordination and expense management as needed.
Coordinate and track budget-related administrative activities, including spending commitments, expense approvals, and inputs for budget reviews, in partnership with FP&A.

Strengthen executive communication and readiness

Draft, edit, and shape executive communications, leadership updates, presentations, talking points, and other materials.
Coordinate the development of executive-team and Board materials, including gathering inputs, managing timelines, improving clarity, and ensuring materials are ready for review.
Help create clear, consistent narratives across Product and TED, while working with the appropriate functional leaders to validate content and decisions.
Handle sensitive information with a high degree of discretion, professionalism, and sound judgment.

Partner across Product and TED

Partner with Product Operations and other functional leaders to support effective executive participation in planning, review, and leadership routines.
Build strong working relationships across functions and help remove friction at the executive level.
Plan and deliver effective leadership offsites, events, team sessions, and other high-impact internal engagements.
Support priority leadership hiring, onboarding, and organization-transition activities as needed.

Improve how the executive offices work

Identify practical opportunities to improve executive workflows, information flow, meeting practices, and communication.
Use approved AI tools, including ChatGPT and Rovo, to improve preparation, drafting, meeting synthesis, research, action tracking, and other executive workflows.
Help the CPO and CTO adopt practical and responsible AI-enabled ways of working, with appropriate attention to confidentiality, accuracy, security, and human review.
Bring curiosity, initiative, and a continuous-improvement mindset to the role.

What you will bring:

At least three years of experience supporting senior leaders in an Executive Assistant, executive coordination, or comparable high-trust role within a fast-paced organization.
Excellent written communication skills and the ability to turn incomplete inputs into clear, concise, well-structured materials.
Strong organizational discipline, attention to detail, and the ability to manage multiple priorities without losing sight of what matters most.
Exceptional judgment, discretion, and the confidence to respectfully push back, ask clarifying questions, and protect executive capacity.
A proactive mindset: you anticipate needs, spot gaps, and bring forward solutions rather than waiting for direction.
Strong relationship-building skills and comfort working with leaders across technical and non-technical functions.
Confidence using modern productivity tools and practical experience using AI tools to improve the quality and speed of work.
Comfort operating amid ambiguity and changing priorities, with a calm and reliable approach.

What success looks like:

The CPO and CTO have more time and attention for the work where they can have the greatest impact.
Their leadership routines are prepared, focused, and decision-oriented.
Important commitments, communications, and follow-up actions do not get lost.
Product Operations and other functional partners experience the role as a strong executive partner.
Leadership teams receive timely, clear support and have confidence in the quality of executive preparation and communication.
The CPO and CTO are making effective use of approved AI tools to reduce administrative burden and improve decision readiness.

This position is to fill an existing vacancy.

The expected base salary range for a new hire in this role is listed below. The annualized base salary offered is determined by each candidate’s relevant knowledge, skills, education, training and experience. It is aligned to ensure both internal and external competitiveness using market data for the geographic location and industry. As part of the total compensation at D2L the role may be eligible for additional benefits including a Wellness Subsidy, Equity Grants, Variable Incentive, and more.

Base Salary Range

$75,000 - $85,000 CAD

Don’t meet every single requirement? We strongly encourage you to still apply! At D2L, we are committed to creating a diverse and inclusive environment. We encourage your application even if you don't believe you meet every single qualification outlined, because we love to help our people grow and develop!

Why we're awesome:

At D2L, we are dedicated to providing you with the tools to do the best work of your life. While some of our perks and benefits may vary depending on location or employment type, we are proud to provide employees with the following through #LifeAtD2L:

Impactful work transforming the way the world learns
Flexible work arrangements
Learning and Growth opportunities
Tuition reimbursement of up to $4,000 CAD for continuing education through our SkillsWave Program
2 Paid Days off for SkillsWave-related activities like exams or final assignments
Employee wellbeing (Access to mental health services, EFAP program, financial planning and more)
Retirement planning
2 Paid Volunteer Days
Competitive Benefits Package
Home Internet Reimbursements
Employee Referral Program
Wellness Reimbursement
Employee Recognition
Social Events
Dog Friendly Offices Spaces at our HQ in Kitchener, Winnipeg, Vancouver and Melbourne offices.

Apply About employer

More about this job

Responsibilities

The Executive Assistant will manage complex calendars, communications, and operational workflows for the CPO and CTO to ensure leadership efficiency. They will also facilitate meeting preparation, budget tracking, and cross-functional collaboration to support organizational goals.

Requirements

Candidates must have at least three years of experience in a high-trust executive support role within a fast-paced environment. Strong written communication, organizational discipline, and proficiency with modern productivity and AI tools are essential for success.

Skills

Executive Support
Calendar Management
Project Coordination
Communication
Organizational Skills
Attention To Detail
Judgment
Discretion
Proactive Mindset
Relationship Building
Productivity Tools
AI Tools
Budget Management
Expense Management
Strategic Planning
Problem Solving

Benefits

Wellness Subsidy
Equity Grants
Variable Incentive
Tuition Reimbursement
Mental Health Services
EFAP Program
Financial Planning
Retirement Planning
Paid Volunteer Days
Home Internet Reimbursement
Employee Referral Program
Employee Recognition

Visa sponsorship

Not detected in the job text

Hiring contact

John Baker

Keywords

Executive Assistant
Cloud Computing
Education Technology
CPO
CTO
Calendar Management
Budgeting
FP&A
AI Tools
ChatGPT
Rovo
Stakeholder Management
Project Management
Strategic Communication
Office Administration
Leadership Support
Event Planning
Onboarding
Data Analysis
Workflow Optimization

Report this job