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Added 2 days ago
CW
President
Canada Wood Group
Vancouver, BC
- Part-time
Work with the Board, VP, Operations and CFO to maintain a multi-year financial plan covering executive leadership and organizational costs, funding sources and implications for member…
Added 2 days ago
IM
Regional Manager - Canada (Confident Remodels)
Installation Made Easy
Remote, Canada
- Remote
This position is highly visible within the company and will have frequent contact with Senior Management, including the CEO and CFO. Additionally, the Regional Manager will be required to…
Added 4 days ago
Senior Accountant
Bromwich+Smith
Calgary, AB
Reporting to the Chief Financial Officer (CFO), the Senior Accountant will oversee core accounting operations, financial reporting, budgeting, and forecasting while identifying…
Added 4 days ago
CR
Controller
Clarity Recruitment
Mississauga, ON
- Full-time
Clarity is an executive search and recruitment firm specializing in Finance & Accounting talent across Canada - from accountants to CFOs. We partner with organizations to hire exceptional…
Added 4 days ago
M
AVP, GWAM Expenses
Manulife
Toronto, ON · Waterloo, ON
- Full-time
Working closely with the GWAM CFO, senior business and functional leaders, and Finance partners, the AVP delivers a consolidated view of expense performance, supports strategic…
Added 4 days ago
Specialist - Business Operations
Canadian Blood Services
Ottawa, ON
Canadian Blood Services is looking for a Regular full-time Specialist - Business Operations to join our dynamic Office of CFO & VP Corporate Services team.
Added 4 days ago
H
Finance & Strategy Manager
Hopper
Remote, Canada
- $160,000 to $200,000 CAD / year
- Full-time
- Remote
As a Finance & Strategy Manager at Hopper, you will be a finance partner to business leaders across the company, helping them understand performance, evaluate opportunities and make better…
Added 4 days ago
H
Gestionnaire, Finance et stratégie// Finance & Strategy Manager
Hopper
Remote, Canada
- $160,000 to $200,000 CAD / year
- Full-time
- Remote
Added 4 days ago
H
Finance & Strategy Manager
Hopper
Remote, Canada
- $160,000 to $200,000 CAD / year
- Full-time
- Remote
As a Finance & Strategy Manager at Hopper, you will be a finance partner to business leaders across the company, helping them understand performance, evaluate opportunities and make better…
Added 5 days ago
SR
Chief Financial Officer
Swim Recruiting
Toronto, ON
- $240,000 to $300,000 CAD / year
- Full-time
…transformational financing, strategic partnerships, and M&A opportunities. Partner directly with the Founder, Board, and Senior Executive team in a highly visible CFO role with significant…
Added 5 days ago
Senior Manager, Expense Oversight and Transparency - Finance
Scotiabank
Toronto, ON
Support the Director in preparing materials for senior leadership and executive stakeholders, including CFO-level discussions, as needed.
Added 5 days ago
S
Director-Finance (Financial Planning & Dept Rel)
SaskTel
Regina, SK
- $133,091 to $177,455 CAD / year
- Full-time
1. Lead and build the Financial Planning & Departmental Relationship team, ensuring that Finance is a proactive partner in SaskTel's business success. Contributes to optimum team…
Added 5 days ago
U
HR Generalist
Univerus
Burnaby, BC
- $70,000 to $85,000 CAD / year
- Full-time
lead HR partner to that portfolio's Senior Executive Vice President (SEVP). The role also works closely with the Finance, Legal and Operations teams with the HR function under the Office of…
Added 6 days ago
KG
Chief of Staff
KEV Group
Toronto, ON
- Full-time
You'll report to our CEO, Bram Belzberg. You'll own the company's rhythm of decisions: executive alignment, OKRs and the leadership operating cadence. Our CFO owns the rhythm of numbers:…
Added 6 days ago
D
Creative Lead, Copy (Remote Canada)
Directive
Remote, Canada
- $115,000 to $125,000 CAD / year
- Full-time
- Remote
…execute against. The Associate Creative Director will bring senior-level creative judgment to work that is fast-moving, digital-first, and tied directly to business outcomes. This person…
Added 6 days ago
Chief of Staff
KEV Group
Toronto, ON
You'll report to our CEO, Bram Belzberg. You'll own the company's rhythm of decisions: executive alignment, OKRs and the leadership operating cadence. Our CFO owns the rhythm of numbers:…
Added 6 days ago
F
Sr. Director, Brand
Felix
Remote, Canada
- $150,000 to $180,000 CAD / year
- Full-time
- Remote
Make Brand Accountable to the Business: Own the brand budget and the numbers behind it. Track brand health (awareness, consideration, trust) alongside partnering with our Head of Growth on…
Added 6 days ago
RP
Chief Catalyst, Enabling Systems and Chief Financial Officer
RECRUITMENT PARTNERS INC.
AB · Edmonton, AB
- Full-time
Significant senior financial leadership experience, including experience in a CFO or comparable executive role.
Added 9 days ago
AK
Chief Financial Officer
Aga Khan Museum
Toronto, ON
- Full-time
Reporting to the Director & Chief Executive Officer, the Chief Financial Officer (CFO) is a key member of the Senior Leadership Team (SLT) responsible for the financial sustainability,…
Added 9 days ago
WH
Head of Procurement and Strategic Sourcing
WELL Health Technologies Corp
Toronto, ON
- Full-time
Work directly with executive leadership. Reporting to the COO, you’ll partner with senior leaders and teams across the business to identify opportunities, build alignment, and turn…
Added 9 days ago
CR
Fractional CFO
Clarity Recruitment
ON · Niagara, ON
- $125 to $150 CAD / hour
- Part-time
CFO or senior finance leadership experience in manufacturing, with multi-entity financial oversight
Added 9 days ago
RH
Chief Financial Officer
Robert Half
Cambridge, ON · Greater Kitchener-Cambridge-Waterloo Metropolitan Area
- Full-time
As a key member of the Executive Leadership Team, the Chief Financial Officer will play a critical role in shaping business strategy, driving financial performance, and supporting continued…
Added 10 days ago
CP
Sales Development Representative
Collateral Partners
Canada
- Contract
…every message has a reason behind it and sounds credible to a CFO, GP or managing…
Added 10 days ago
AK
Chief Financial Officer
Aga Khan Museum
Toronto, ON
- Full-time
Reporting to the Director & Chief Operating Officer, the Chief Financial Officer (CFO) is a key member of the Senior Leadership Team responsible for the financial sustainability,…
Added 10 days ago
AA
Vice President Finance
Atlantic Aqua Farms Ltd.
Charlottetown, PE
- Full-time
Atlantic Aqua Farms is seeking an experienced and strategic Vice President, Finance to serve as the company’s senior financial leader and a key member of the executive team. Reporting…

Chartwell

Senior Executive Assistant

7070 Derrycrest Drive, Mississauga, ON, L5W 0G5, Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
Experience: Minimum 7 years of progressively responsible administrative experience, including at least 5 years supporting senior executives or C-suite leaders.
Posting language: English
Posted: Sep 22, 2026

Original job description

The Opportunity

The Senior Executive Assistant provides high-level, confidential, and proactive executive support to the Chief Investment Officer/Chief Legal Officer and Chief Financial Officer. This role requires exceptional judgement, discretion, organizational strength, and the ability to manage competing priorities in a fast-paced executive environment. The Senior Executive Assistant acts as a trusted partner and liaison, enabling executive effectiveness through calendar leadership, meeting preparation, communication management, document coordination, financial administration, governance support, and follow-through on key priorities. The role routinely involves exposure to highly sensitive and confidential matters, including legal, financial, governance, technology, personnel, strategic, and executive-level information, and requires the highest standards of confidentiality, integrity, and professionalism at all times. Beyond traditional executive support, the role will contribute to the quality, organization, and efficient flow of executive documents and presentations, and will bring curiosity and initiative to improving how work is completed.

Key Activities

Based on Chartwell’s business plan, corporate goals, and executive priorities, and in consultation with the CIO/CLO and CFO, it will be the Senior Executive Assistant’s responsibility to:

Proactively manage complex and frequently changing executive calendars, maintaining line of sight to upcoming commitments, preparation requirements, deadlines, and competing priorities.
Serve as a trusted point of contact for the CIO/CLO and CFO, exercising discretion, sound judgement, and professionalism when interacting with internal and external stakeholders.
Handle highly sensitive and confidential matters with discretion, including confidential legal files, financial information, Board and committee materials, employee and executive information, strategic initiatives, and matters requiring strict need-to-know handling.
Manage Outlook email, contacts, and follow-ups to ensure timely responses, clear prioritization, and appropriate escalation of urgent or sensitive matters.
Coordinate executive meetings, including agenda preparation, pre-read materials, logistics, minutes, action items, and follow-up tracking.
Plan and coordinate meetings and business activities end to end, including scheduling, venue or virtual logistics, materials, attendee communications, catering, technology requirements, and post-meeting follow-up.
Prepare and coordinate executive-level Investment Committee, governance, legal, finance, and Board-related materials for review and distribution, ensuring accuracy, consistency, confidentiality, version control, and timely completion.
Coordinate legal, compliance, finance, and corporate documentation workflows, including intake, review coordination, document comparison, approvals, electronic-signature processes, filing, distribution, and retention as required.
Prepare, format, proofread, edit, compare, and organize correspondence, reports, presentations, spreadsheets, briefing notes, and executive communications using Microsoft Word, PowerPoint, Excel, Outlook, and related tools.
Support document-intensive workstreams by consolidating Q&A documents, organizing and maintaining due diligence checklists, comparing and blacklining documents, coordinating document versions, and preparing materials for review and signature.
Support the development of executive presentations by drafting slides from source materials or direction, consolidating input, applying consistent formatting, proofreading content, and preparing presentation-ready materials.
Compose letters, emails, agendas, minutes, and other communications on behalf of the CIO/CLO and CFO.
Prepare monthly expense reports, reconcile receipts, coordinate approvals, and submit expense claims on a timely basis.
Code, process, track, and follow up on invoices using electronic processing systems, liaising with Finance, vendors, and internal departments as needed.
Plan and coordinate domestic and international travel, including transportation, accommodations, detailed itineraries, meeting logistics, travel documentation, and changes or contingencies.
Organize executive offsite sessions, leadership meetings, and team events, including venue coordination, meals, travel arrangements, materials, technology, and follow-up actions.
Develop and maintain a general understanding of financial, legal, governance, and business documents to support effective prioritization and document handling.
Complete forms, applications, requests, and submissions for internal and external purposes, ensuring completeness, accuracy, and appropriate approvals.
Work collaboratively with the CIO/CLO, CFO, Human Resources, Finance, Legal, Technology, and other leaders to support performance management-cycle activities, including annual and semi-annual processes.
Handle incoming and outgoing mail, emails, courier items, meeting materials, and confidential documentation in accordance with company practices.
Work effectively and collaboratively with other Executive Assistants across the organization and act as back-up for other Senior Executive Assistants as assigned.
Identify, learn and apply new and emerging technology tools - including Microsoft 365 Copilot and other AI-enabled drafting, summarization, and workflow tools - to improve how executive support work is delivered, and share effective practices with the broader Executive Assistant group.
Support special projects, process improvements, confidential initiatives, and other duties as assigned.

Qualifications

Senior administrative professional with demonstrated experience supporting C-suite or senior executive leaders, preferably including finance, legal, technology, governance, or corporate functions.
Proven ability to manage multiple executive schedules, competing priorities, confidential matters, and time-sensitive deliverables with minimal direction.
Strong understanding of executive office operations, meeting preparation, document flow, and follow-up management.
Experience supporting Board or committee materials, legal documentation, governance processes, or technology leadership activities is considered an asset.
Exceptional organizational skills with the ability to anticipate needs, exercise judgement, and independently resolve routine issues.
Strong written and verbal communication skills, including the ability to draft, edit, proofread, and format executive-level materials.
High degree of discretion, tact, diplomacy, and confidentiality when handling sensitive business, legal, financial, personnel, and strategic information.
Ability to work in a fast-paced environment, adapt to change, manage ambiguity, and maintain composure under pressure.

Experience

Minimum 7 years of progressively responsible administrative experience, including at least 5 years supporting senior executives or C-suite leaders.

Education

College diploma or university degree in business administration, office administration, legal administration, finance, or a related field, or an equivalent combination of education and senior executive support experience.

Skills & Abilities

Advanced proficiency in Microsoft Office, including Outlook, Word, Excel, PowerPoint.
Expert-level electronic calendar, email, contact, task, and meeting management skills.
Financial administration skills, including expense reporting, invoice coding, budget tracking, and comfort working with confidential financial information.
Strong document preparation, formatting, proofreading, minute-taking, presentation-development, and information-management skills.
Advanced Microsoft Word skills are a strong asset, including experience consolidating multi-contributor documents, maintaining structured checklists, using document comparison and Track Changes, managing versions, and preparing documents for review and signature.
Advanced Microsoft PowerPoint skills are a strong asset, including experience drafting slides, synthesizing information, consolidating multiple inputs, applying consistent formatting, and preparing polished executive presentations.
Excellent judgement, initiative, follow-through, problem-solving ability, and attention to detail.
Strong interpersonal skills with the ability to build trusted working relationships across all levels of the organization.
Ability to anticipate requirements, protect executive time, organize priorities, and work independently while keeping stakeholders informed.
Ability to manage confidential legal, governance, technology, and executive materials with care and discretion.
Demonstrated ability to maintain strict confidentiality, exercise sound judgement, and appropriately handle privileged, sensitive, and restricted information.
Demonstrated curiosity about technology and a track record of adopting new tools - including AI assistants such as Microsoft 365 Copilot - to streamline administrative work, with comfort self-teaching and applying new capabilities with limited formal training.

Special Requirements

Flexibility and willingness to work outside of normal business hours when required, particularly during quarter-end financial reporting, Board and committee cycles, legal or governance deadlines, technology initiatives, and other recurring peak periods.
Criminal Reference and Vulnerable Persons Checks are required.

Direct Reports

None

At Chartwell, we’re all about Making People’s Lives BETTER: the lives of our residents and their families, and the lives of our employees. Join an exceptional group of diverse, inspiring, and caring people who are empowered to provide personalized, human experiences for our residents and staff through the connections they make every day within our communities.

Chartwell’s commitment to diversity and inclusivity is a commitment to hiring people whose skills and abilities contribute the most to the success of the organization and who reflect the communities in which we live and work. We are an equal opportunity employer and welcome applications from a wide range of qualified candidates, including people with disabilities. If you have questions or require assistance with the application process, please email accessibility@chartwell.com or call 1-888-663-6448.

Chartwell may use artificial intelligence to assist in screening and assessing applicants for this position.

We thank all applicants for their interest, however, only those selected for further consideration will be contacted.

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More about this job

Responsibilities

The Senior Executive Assistant provides high-level, confidential, and proactive support to the CIO/CLO and CFO, managing complex calendars and executive communications. The role also involves coordinating meetings, preparing governance and financial documentation, and supporting strategic initiatives with discretion and professionalism.

Requirements

Candidates must have at least 7 years of administrative experience, with a minimum of 5 years supporting senior executives or C-suite leaders. A college diploma or university degree in a relevant field is required, along with advanced proficiency in Microsoft Office and strong organizational skills.

Skills

Executive support
Calendar management
Confidentiality
Document preparation
Microsoft Office
Financial administration
Meeting coordination
Communication management
Governance support
Problem-solving
Attention to detail
Time management
Interpersonal skills
Microsoft 365 Copilot
Expense reporting
Proofreading

Visa sponsorship

Not detected in the job text

Keywords

Executive Assistant
C-suite support
Microsoft 365
Outlook
Word
Excel
PowerPoint
Governance
Financial reporting
Legal documentation
Expense management
Microsoft 365 Copilot
AI tools
Strategic initiatives
Board materials
Due diligence
Confidentiality
Administrative support
Corporate goals
Stakeholder management

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