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Assistant to Vice President, Supply Chain, Fleet & Aviation
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Toronto, ON
The role provides executive support and administrative services to the responsible executive/senior leader for an assigned line of business (LoB). This role coordinates the preparation and…
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- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
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Added 13 mins ago
HT
Director, Finance (CSM)
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- Full-time
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Added 13 mins ago
UO
Sessional Nursing Instructor, NRSG 421 Mental Health & Illness (Theory)- Fall 2026
University of Calgary
Calgary, AB
- Full-time
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Added 13 mins ago
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Director of Operations, Transportation (Canada)
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Calgary, AB
- $171,000 to $277,650 USD / year
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Sr. Industrial Designer
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Director of Operations, Transportation (Canada)
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- $171,000 to $277,650 USD / year
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Director of Operations, Transportation (Canada)
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Toronto, ON
- $171,000 to $277,650 USD / year
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Director of Operations, Transportation (Canada)
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Added 29 mins ago
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Strategic Group

Administrative Assistant

Calgary, AB, Canada

Apply About employer

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Job details

Posting language: English
Posted: Nov 2, 2026

Original job description

Administrative Assistant

Join Our Team at Strategic Group

Ready to grow your career with one of Canada’s leading privately held real estate companies? At Strategic Group, we create spaces where people, businesses, and communities thrive.

About Us

At Strategic Group, our purpose is simple: Learning. Growing. Having Fun. We bring this ethos to life by innovatively envisioning, creating, owning, and operating real estate that transforms spaces and redefines possibilities.

As a fully integrated real estate company, we specialize in owning, managing, leasing, developing, and re-developing properties. Our entrepreneurial spirit and innovative thinking have made us a Canadian industry leader in office-to-residential conversions, completing more successful conversions than anyone else in the country. This focus is a driving force in our development business and reflects our commitment to creatively reimagining what’s possible.

Our real estate portfolio spans high-end residential developments and commercial properties. Beyond real estate, our business interests include corporate finance and other industries, enabling us to deliver diverse and impactful solutions for our tenants, partners, and communities.

Guided by our mantra, “Creating value others can’t, by seeing what others don’t,” we take pride in crafting unique solutions that leave a lasting legacy.

Our Values

At Strategic Group, our values guide everything we do:

Team Player: We foster a supportive, accountable, and drama-free workplace where integrity and respect guide every interaction.
Innovative: Creativity and unconventional thinking are at the heart of what we do, helping us uncover opportunities others might miss.
Always Growing: We are tenacious and passionate, thriving on challenges and embracing learning as we pursue new opportunities.
Optimistic: With a positive mindset and solution-oriented approach, we tackle obstacles as opportunities to learn, grow, and have fun.

If you’re ready to join a team that thinks boldly, acts innovatively, and works collaboratively, we’d love to hear from you!

Position Overview

Strategic Group is seeking a highly trusted Administrative Assistant to the CEO to provide dedicated, day-to-day personal and administrative support. This role focuses on managing schedules, logistics, communications, travel and personal priorities to ensure well-organized days and reduced administrative burden.

This role is ideal for someone who combines strong traditional administrative skills with exceptional confidence using technology, digital tools, and artificial intelligence. The successful candidate will be expected to actively use AI and other technology to simplify administrative work, improve organization, increase efficiency, and reduce unnecessary manual effort.

The successful candidate is highly organized, proactive, and tech-savvy, with the ability to manage both professional and personal matters with discretion and sound judgment. This position emphasizes practical, hands-on support rather than corporate governance or executive operations.

Key Responsibilities

Administrative Support

Provide proactive, hands-on support by anticipating needs and managing daily professional and personal priorities.
Manage complex calendars, appointments, and commitments across business and personal domains, ensuring alignment with priorities.
Coordinate detailed travel arrangements, itineraries, transportation, and accommodations for professional and personal needs.
Prepare reminders, notes, and daily schedules to support organization and follow-through.
Track priorities, commitments, and action items to support clarity and timely execution.
Act as a trusted point of coordination for time-sensitive matters, applying sound judgment and ensuring appropriate follow-up.

Personal Administration and Life Management

Coordinate and manage personal logistics, calendars, and administrative needs, including appointments, reservations, and priority personal projects.
Manage incoming correspondence and communications, exercising sound judgment to ensure timely, professional, and appropriate responses.
Maintain well-organized digital and physical records, documentation, and confidential personal information.
Track expenses, manage receipts, and provide support for basic administrative and personal bookkeeping as required.
Complete errands and ad hoc support tasks to proactively remove barriers and optimize the CEO’s time, focus, and effectiveness.
Use appropriate technology and digital systems to simplify and organize recurring personal administrative responsibilities.

Technology, AI and Process Improvement

Use AI and digital tools as part of day-to-day administrative work to improve speed, organization, consistency, and efficiency.
Critically review and verify AI-generated content before it is distributed or used to support decisions.
Identify repetitive or inefficient administrative tasks and recommend practical ways to simplify, streamline, automate, or improve them using available technology.
Use technology to organize information, track commitments, prepare documentation, manage workflows, and improve follow-through.
Quickly learn and adopt new software, digital platforms, productivity tools, and AI capabilities.
Help establish practical templates, prompts, workflows, and digital systems that make recurring administrative work easier and more consistent.

Communication and Relationship Management

Serve as a primary point of contact for internal contacts and external service providers.
Draft, edit, and coordinate routine communications such as emails, notes, and documentation.
Monitor incoming communications, prioritizing and responding as appropriate.
Maintain contact lists and relationship details to support continuity and timely follow-ups.
Uphold professionalism and confidentiality in all interactions.

Coordination and Collaboration

Work closely with the Executive Assistant to ensure seamless alignment between professional and personal priorities.
Coordinate with internal teams and external providers to support schedules, logistics, and special initiatives.
Assist with planning and coordination for meetings, events, and personal engagements.
Complete ad hoc duties or special projects as assigned, with a solutions-oriented approach.

Qualifications

Experience in an Administrative Assistant, Personal Assistant or similar high-trust support role.
Strong practical experience using generative AI tools in a professional or business environment.
Strong technology aptitude and genuine interest in learning and applying new digital tools.
Strong organizational skills with the ability to manage multiple priorities.
Excellent written and verbal communication skills.
High level of professionalism, discretion, and sound judgment.
Strong interpersonal skills and the ability to build trust.
Advanced working knowledge of Microsoft Office and comfort learning new tools.
Ability to thrive in a fast-paced, entrepreneurial environment with evolving priorities.

Our Culture & Benefits

At Strategic Group, we’re committed to helping you build a career you’re excited about. If you’re passionate about working with a dynamic, motivated team in a fast-paced environment, please submit your resume and cover letter today, and join us in making an impact.

We are proud to be an equal opportunity employer and celebrate diversity in all its forms. Our inclusive workplace ensures every employee feels valued and empowered to bring their best self to work.

As part of the Strategic Group team, you’ll enjoy a competitive compensation package, including an extended health and dental benefits plan, company events, flex days, and more.

This position is based in Calgary, Alberta. Applicants must be located in Calgary or the surrounding area.

We appreciate all applications, however, only candidates selected for an interview will be contacted.

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More about this job

Responsibilities

Provide day-to-day professional and personal administrative support to the CEO, including calendar and travel coordination, communications, records, expenses, and follow-up. Use AI and digital tools to organize work, improve efficiency, streamline recurring tasks, and coordinate with the Executive Assistant, internal teams, and external providers.

Requirements

Candidates should have experience in an administrative, personal assistant, or similar high-trust support role, along with practical professional experience using generative AI tools. Strong organization, communication, discretion, judgment, interpersonal skills, technology aptitude, and advanced Microsoft Office knowledge are required, as is the ability to adapt to a fast-paced environment.

Skills

Administrative Support
Calendar Management
Travel Coordination
Personal Administration
Generative AI Tools
Microsoft Office
Digital Tools
Organization
Written Communication
Verbal Communication
Confidentiality
Sound Judgment
Expense Tracking
Process Improvement
Relationship Management
Workflow Coordination

Benefits

Extended Health And Dental Benefits
Company Events
Flex Days

Visa sponsorship

Not detected in the job text

Keywords

Administrative Assistant
Personal Assistant
CEO Support
Generative AI
Microsoft Office
Calendar Management
Travel Arrangements
Scheduling
Communications
Digital Records
Confidential Information
Expense Tracking
Personal Bookkeeping
Process Improvement
Automation
Productivity Tools
Workflow Management
Documentation
Contact Management
Relationship Management
Meeting Coordination
Event Planning
Real Estate
Executive Assistant
Confidentiality

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