Executive assistant Jobs in Oakville, ON

Job Description

Job Description

American Tall is a thriving e-commerce brand, dedicated to producing world-class quality clothing for tall men, and women, up to 7'1. Founded by a father and son duo in 2015, the business has grown to a level that seemed almost unimaginable just a few years ago and is now a leading brand in the tall community. The growth can be attributed to the excellent leadership team and family values that drive the business - respect, passion, support, and empowerment.

We believe the best ideas come from a diverse group of people. This is a special opportunity to join an innovative business with tremendous upside, and a work culture built on the foundation of respect, inclusiveness, and continued learning.

We are seeking a motivated, detail-oriented, highly organized, and resourceful Executive Assistant to support our President and CEO. In this role, you will act as a trusted partner, managing schedules, communications, and priorities for both executives. This critical position requires exceptional organizational skills, discretion, proactive problem-solving, and the ability to adapt to a fast-paced and ever-changing environment.

Your focus will be on optimizing time and ensuring seamless coordination across internal and external stakeholders while balancing executive support with occasional personal assistance. This opportunity is ideal for someone who thrives on organization, can anticipate needs before they arise, and is eager to make a meaningful impact.

Job Duties & Responsibilities

• Executive Support :
• Manage complex calendars, including scheduling and optimizing meetings, events, and travel arrangements.
• Organize daily priorities and compile and manage detailed to-do lists, ensuring deadlines and priorities are clearly communicated.
• Maintain email inboxes by organizing, drafting responses, and flagging high-priority items for attention. (Stretch goal : Achieve 0 inbox).
• Prepare meeting agendas, take notes, and track follow-up actions to completion.
• Personal Assistance :
• Provide support for personal logistics, including scheduling, research, and coordination of personal errands and obligations.
• Act as a reliable resource for balancing professional and personal commitments.
• Assist with promoting a healthy lifestyle for the executives, ensuring physical and mental wellness support, and aligning with the demanding roles.
• Project Management & Operational Efficiency :
• Support planning and execution of meetings, events, and special projects.
• Support the President with cross-departmental initiatives by assisting with Asana project organization, progress tracking and follow-ups.
• Anticipate potential roadblocks and proactively develop solutions.
• Organize and maintain confidential documents and files.
• Relationship Management and Communication :
• Serve as a key point of contact for internal and external stakeholders, ensuring clear and timely communication.
• Foster relationships with key stakeholders to support business objectives.
• Confidentiality and Professionalism :
• Handle sensitive information with the utmost discretion and maintain professionalism in all interactions.
• Additional Responsibilities :
• Provide general administrative support as needed to streamline operations and enhance productivity

Experience, Education & Designations

Knowledge, Skills & Attributes

Why Join Us?

At American Tall, we take care of our employees and strive to create an environment where you can flourish. When you join our team, you'll enjoy a comprehensive range of benefits designed to support your personal and professional development.

Healthy Lunch Program (onsite only) : Enjoy delicious and nutritious meals curated by our personal chef, promoting a healthy lifestyle. Meals are $2 a day and all proceeds go to charity. Vegan and gluten free options are available.

Annual Performance Bonus : Your hard work and dedication are rewarded with an annual bonus, reflecting your contributions to our success.

RRSP Matching : Plan for your future with our RRSP matching program, helping you build your retirement savings.

Health Benefits : We offer comprehensive health benefits for both single employees and

families, ensuring you and your loved ones are well taken care of.

Tuition Reimbursement Program : We support professional development. We will reimburse up to $1000 a year for courses taken outside of work to further develop your skills.

Generous Vacation Package : We value work-life balance and offer a generous vacation package, complete with additional gifted days off to give you the time off you deserve.

Professional Headshots : Start your journey with us on the right foot! All new hires on site are invited to receive a professional photoshoot to capture their best side.

Community Engagement : We are committed to giving back. Our lunch program supports philanthropic initiatives that benefit the community.

Office Celebrations & Social Events : Experience the joy of working in a vibrant environment with regular office celebrations and in-person socials to connect with your colleagues.

Flexible Work Hours : We understand the importance of flexibility and offer work hours that can accommodate your personal schedule when needed.

Referral Program : Help us grow our team! Receive rewards through our referral program when you bring in great talent.

Employee Discounts : Enjoy a 50% discount on our entire online collection.

Accommodations and Accessibility :

American Tall provides employment accommodation during the recruitment process. Should you require any accommodation, please indicate this on your application and we will work with you to meet your accessibility needs. For any questions, suggestions, or required documents regarding accessibility in a different format, please contact us at

Inclusion :

At American Tall, we are committed to building an environment where everyone feels included, valued, and heard. Diversity, inclusion, and belonging are an important part of our everyday work, and it is our belief that they enable us to reach our goal of providing excellent quality and care in our products. We strongly encourage applications from Indigenous peoples, racialized people, people with disabilities, people from gender and sexually diverse communities and / or people with intersectional identities.

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Company Description

American Tall is a thriving e-commerce brand, dedicated to producing exceptional quality clothing for tall men, and women, up to 7’1. Founded by a father and son duo in 2015, the business has grown to a level that seemed almost unimaginable just a few years ago and is now a leading brand in the tall community. The growth can be attributed to the excellent leadership team, and the family values that drive the business – honesty, integrity, teamwork, and passion.

American Tall believes the best ideas come from a diverse group of people. This is a special opportunity to join a thriving and innovative business with tremendous upside, and a work culture built on the foundation of respect, inclusiveness, and continued learning.

Company Description

American Tall is a thriving e-commerce brand, dedicated to producing exceptional quality clothing for tall men, and women, up to 7’1. Founded by a father and son duo in 2015, the business has grown to a level that seemed almost unimaginable just a few years ago and is now a leading brand in the tall community. The growth can be attributed to the excellent leadership team, and the family values that drive the business – honesty, integrity, teamwork, and passion. \r\n \r\nAmerican Tall believes the best ideas come from a diverse group of people. This is a special opportunity to join a thriving and innovative business with tremendous upside, and a work culture built on the foundation of respect, inclusiveness, and continued learning.