Administrative Assistant

Caseware International; Toronto; On-site; CAD 60,000 - 70,000; Full time

Benefits offered by this job

Flexible work options

Generous time-off policies

Job summary

Caseware is seeking an Administrative Assistant to support the Executive Leadership Team in a hybrid role, based in the Greater Toronto Area. You will help manage calendars, travel arrangements, and communications, while ensuring efficient operations across Go-To-Market and People Operations functions.

You will handle confidential information with discretion, collaborate with stakeholders across the organization, and contribute to AI-enabled workflow improvements.

Qualifications

• 0–2+ years of experience supporting executives or senior leaders in large organizations
• Experience supporting multiple stakeholders and proactively anticipating needs
• Ability to maintain confidentiality and exercise discretion
• Strong organizational skills with the ability to prioritize with minimal oversight
• Proven scheduling and travel coordination experience
• Proficiency with Microsoft Office and openness to AI-enabled tools
• Positive, solution-oriented communication and collaboration with stakeholders at all levels of the organization

Responsibilities

• Provide administrative support to executive team, with primary support for the Chief Commercial Officer, Chief Customer Success Officer, Chief Marketing Officer, and Chief People Officer; backup support to broader Executive Leadership Team
• Manage executive calendars, coordinate travel, optimize time allocation, and prepare meetings; validate AI-generated outputs used in communications, scheduling, and reporting
• Create, submit, and track expense reports; manage corporate credit cards and reimbursements
• Maintain and organize files, records, and documentation for easy access
• Coordinate departmental events and offsites in alignment with facilities team
• Support leadership meetings by coordinating invitations and meeting needs (office or virtual)
• Partner with the admin team and CEO’s EA on ad hoc projects and travel coordination
• Operate with an AI-first mindset to enhance productivity and decision-making

Skills

Executive support

Stakeholders management

Discretion

Organizational skills

Scheduling & travel

Microsoft Office

AI-enabled tools

Communication

Tools

Microsoft Office

Job description

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

As the Administrative Assistant to the executive leadership team at Caseware, you’ll be instrumental in supporting our Executive Leadership, ensuring the smooth operation of the executive’s daily responsibilities, serving as a trusted partner in managing general administration, schedules and communications.

You will primarily support executives across Go-To-Market functions (Sales, Marketing, Customer Success) and People Operations, helping drive coordination, efficiency, and alignment across these critical areas of the business.

This is a existing vacancy

In this role, you will be reporting directly to the Chief People Officer, while working closely with the Executive support team supporting the full Executive leadership team.

This role is hybrid, in office at least three days a week, and is open to Greater Toronto Area residents. This role may require business travel, as needed.

What you'll be doing:

• Provide administrative support to members of the executive team, with primary support for the Chief Commercial Officer, Chief Customer Success Officer, Chief Marketing OfficerandChief People Officer;provide backup support to the broader Executive Leadership Team administrative group, as needed.
• Manage executive calendars and coordinate travelarrangements,ensureoptimaltime allocation,prioritization,and meeting preparation.Apply critical thinking tovalidateand refine AI-generated outputs used in communications, scheduling, and reporting.
• Create,submitand track expense reports, managecorporate credit cards, and ensure organized andtimelyreimbursementprocesses.
• Maintain and organize files, records, and documentation for easy access and retrieval.
• Coordinate departmental events, team offsites as directed, in alignment with the office facilities team s.
• Support leadership meetings, as directed, by coordinating invitation, office and/or virtuated meeting needs.
• Partner with the broader administrative team and Executive Assistant to the CEO on ad hoc projects, events, and travel coordination.
• Operate with an AI-first mindset,leveraging tools to enhance productivity, scheduling efficiency, and decision-making.
• Integrate AI into administrative workflows to improve efficiency, scalability, and overall outcomes. Identifyopportunities to streamline processes and enhance executive support through AI-enabled solutions.

What you will bring:

• 0-2+ years of experience supporting executives and/or sr. Leaders in large, global organizations
• Experience supporting multiple stakeholders anddemonstratedability to
• Anticipate leadership needs and proactively offer solutions and/or support.
• Experience with maintaining complete confidentiality, discretion and trustworthiness
• Highly organized and detail-oriented, with attention paid to follow through and able to prioritize with minimal oversight
• Strong scheduling and travel coordination experience
• Proficiency with Microsoft suite of office applications (Word, Docs, Sheets, Excel,etc)and openness to adopting new technologies, including AI-enabled tools.
• Positive, solution oriented and effective communication and collaboration with stakeholders at all levels of an organization

Salary range:

The salary range for this position would be between $60,000 and CAD$70,000 CAD/year depending on experience level.

This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.

What's in it for you:

Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions.

We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.

Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance.

We offer competitive compensation, including a competitive salary and comprehensive benefits

We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.

Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.

We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.

About Caseware:

Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at [e-mail].

Background Check:

Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residingin the Netherlands and Germany are excluded from undergoing background checks via Certn.co

Security and Fraud:

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.