Executive Assistant
Top Benefits
About the role
Job Title: Executive Assistant
Location: Toronto, ON (Near Exhibition Go Station) Type: Full-time permanent Compensation: 65,000-75,000 + 10-12% annual performance bonus + comprehensive health/dental benefits
About the Company
Our client is an award-winning technology company whose software enables the secure, efficient exchange of confidential files. As one of the easiest, most secure file-sharing services available, we're transforming how businesses interact with their clients — pushing the boundaries of productivity, security, and compliance. Our mission is to set the standard for secure client communication and collaboration. We're a mature, 25-person startup in scale-up mode: a fun, diverse, high-performing team that genuinely enjoys working together. We remove barriers to innovation and give talented people the freedom to make a real impact.
About the Role
We're looking for a polished, highly organized Executive Assistant to provide dedicated support to two of our senior leaders. This is a hands-on, hybrid in-office role (4 days per week in our downtown Toronto office near Exhibition GO Station) for someone who thrives on keeping busy executives — and the wider team — running smoothly. You're someone people instantly trust with the details: travel, numbers, vendors, events, and the occasional curveball project.
Responsibilities
Provide dedicated, high-touch support to two senior executives, owning and optimizing their complex, fast-changing calendars to protect time for strategic priorities. Coordinate seamless travel — flights, ground transportation, accommodations, and detailed itineraries — for the executives and for group travel across the sales and marketing teams (typically 1–10 people attending an event). Manage and track expense reporting and financial reporting with accuracy and attention to detail. Take on special ad-hoc projects and manage relationships with key vendors and service providers. Act as an on-site coordinator for company events, including travel within Canada and to the U.S. as needed. Prepare executives for internal and external meetings by organizing agendas, compiling briefs, and following up on action items. Help maintain a vibrant team culture by organizing internal team events, office socials, team lunches, and milestone celebrations. Act as a professional liaison and gatekeeper, managing correspondence with clients, partners, vendors, and internal teams with absolute discretion.
Qualifications
3–6 years of experience as an Executive Assistant, administrative assistant, or in a comparable operations role — ideally in a SaaS or corporate professional-services environment. Proven experience coordinating travel, including group travel — flights, transportation, and ground logistics. Strong Excel skills and comfort with numbers, expense tracking, and financial reporting. English as a first language strongly preferred — exceptional written and verbal communication is essential. A polished, professional presence and strong business acumen, with the ability to engage confidently from front-line staff to C-level executives. Absolute discretion and high emotional intelligence when handling confidential, proprietary information. A self-starter who learns quickly, figures things out as they go, and thrives in a fast-paced, scaling startup. A genuine team player who's happy to roll up their sleeves and pitch in. Strong computer skills across Microsoft Word, PowerPoint, Excel, and Google Workspace.
Pay range and compensation package
Base salary of $60,000–$75,000, depending on experience
8–12% annual bonus 3 weeks of vacation 3 paid sick days Comprehensive benefits, effective after 30 days A front-row seat at a growing, award-winning tech company with a fun, diverse, high-performing team
Equal Opportunity Statement
We are an equal opportunity employer. Please reach out to us for accommodations at any stage of the hiring process.
Not the right fit? Search for Executive Assistant jobs in Toronto, Ontario, Canada
About Talent Advantage
Founded by a group of staffing industry veterans, The Talent Advantage is a team of experienced recruiters who have come together to provide the best possible service to our clients. We use the latest technologies and work holistically to provide a complete recruitment and staffing solution that meets all of our clients’ needs, no matter the field or position that needs to be filled.
We hire our recruitment team based on both their recruiting skills and their previous experience in a range of business specialties, which we match to their assignments. The designations our staff hold give them unique knowledge of what potential employees would best meet your needs. Who better to staff medical positions than a registered nurse? Who knows the minutiae of financial roles like a CPA? Our work doesn’t end once we’ve put forward applicants either. Once you’ve made your selection, we provide ongoing support to both you and the employee to make sure they’re the right fit.
Our headquarters and staff are located in the Greater Toronto Area, so we are intimately familiar with the areas and industries our clients call home. Working in the heart of Canada’s busiest business center, we understand the speed of modern business, and how vital it is to get the best results possible, as quickly as possible.
Similar Jobs
Executive Assistant
Top Benefits
About the role
Job Title: Executive Assistant
Location: Toronto, ON (Near Exhibition Go Station) Type: Full-time permanent Compensation: 65,000-75,000 + 10-12% annual performance bonus + comprehensive health/dental benefits
About the Company
Our client is an award-winning technology company whose software enables the secure, efficient exchange of confidential files. As one of the easiest, most secure file-sharing services available, we're transforming how businesses interact with their clients — pushing the boundaries of productivity, security, and compliance. Our mission is to set the standard for secure client communication and collaboration. We're a mature, 25-person startup in scale-up mode: a fun, diverse, high-performing team that genuinely enjoys working together. We remove barriers to innovation and give talented people the freedom to make a real impact.
About the Role
We're looking for a polished, highly organized Executive Assistant to provide dedicated support to two of our senior leaders. This is a hands-on, hybrid in-office role (4 days per week in our downtown Toronto office near Exhibition GO Station) for someone who thrives on keeping busy executives — and the wider team — running smoothly. You're someone people instantly trust with the details: travel, numbers, vendors, events, and the occasional curveball project.
Responsibilities
Provide dedicated, high-touch support to two senior executives, owning and optimizing their complex, fast-changing calendars to protect time for strategic priorities. Coordinate seamless travel — flights, ground transportation, accommodations, and detailed itineraries — for the executives and for group travel across the sales and marketing teams (typically 1–10 people attending an event). Manage and track expense reporting and financial reporting with accuracy and attention to detail. Take on special ad-hoc projects and manage relationships with key vendors and service providers. Act as an on-site coordinator for company events, including travel within Canada and to the U.S. as needed. Prepare executives for internal and external meetings by organizing agendas, compiling briefs, and following up on action items. Help maintain a vibrant team culture by organizing internal team events, office socials, team lunches, and milestone celebrations. Act as a professional liaison and gatekeeper, managing correspondence with clients, partners, vendors, and internal teams with absolute discretion.
Qualifications
3–6 years of experience as an Executive Assistant, administrative assistant, or in a comparable operations role — ideally in a SaaS or corporate professional-services environment. Proven experience coordinating travel, including group travel — flights, transportation, and ground logistics. Strong Excel skills and comfort with numbers, expense tracking, and financial reporting. English as a first language strongly preferred — exceptional written and verbal communication is essential. A polished, professional presence and strong business acumen, with the ability to engage confidently from front-line staff to C-level executives. Absolute discretion and high emotional intelligence when handling confidential, proprietary information. A self-starter who learns quickly, figures things out as they go, and thrives in a fast-paced, scaling startup. A genuine team player who's happy to roll up their sleeves and pitch in. Strong computer skills across Microsoft Word, PowerPoint, Excel, and Google Workspace.
Pay range and compensation package
Base salary of $60,000–$75,000, depending on experience
8–12% annual bonus 3 weeks of vacation 3 paid sick days Comprehensive benefits, effective after 30 days A front-row seat at a growing, award-winning tech company with a fun, diverse, high-performing team
Equal Opportunity Statement
We are an equal opportunity employer. Please reach out to us for accommodations at any stage of the hiring process.
Not the right fit? Search for Executive Assistant jobs in Toronto, Ontario, Canada
About Talent Advantage
Founded by a group of staffing industry veterans, The Talent Advantage is a team of experienced recruiters who have come together to provide the best possible service to our clients. We use the latest technologies and work holistically to provide a complete recruitment and staffing solution that meets all of our clients’ needs, no matter the field or position that needs to be filled.
We hire our recruitment team based on both their recruiting skills and their previous experience in a range of business specialties, which we match to their assignments. The designations our staff hold give them unique knowledge of what potential employees would best meet your needs. Who better to staff medical positions than a registered nurse? Who knows the minutiae of financial roles like a CPA? Our work doesn’t end once we’ve put forward applicants either. Once you’ve made your selection, we provide ongoing support to both you and the employee to make sure they’re the right fit.
Our headquarters and staff are located in the Greater Toronto Area, so we are intimately familiar with the areas and industries our clients call home. Working in the heart of Canada’s busiest business center, we understand the speed of modern business, and how vital it is to get the best results possible, as quickly as possible.