Administrative Assistant

Strategic Group; Calgary; On-site; CAD 40,000 - 52,000; Full time

Benefits offered by this job

Extended health and dental benefits

Company events

Flex days

Job summary

Strategic Group in Calgary, AB, is seeking an Administrative Assistant to the CEO to manage schedules, travel, communications, and personal priorities. This role blends traditional administration with advanced technology, including AI tools to streamline tasks and improve efficiency.

You will handle confidential matters with discretion, coordinate with internal teams and external providers, and help create practical templates and workflows that save time and support executive focus.

Qualifications

• Experience in Administrative Assistant or similar high-trust role.
• Experience using generative AI tools in a business context.
• Strong technology aptitude and willingness to learn new tools.
• Excellent organizational skills with ability to manage multiple priorities.
• Excellent written and verbal communication skills.
• Professionalism, discretion, and sound judgment.
• Strong interpersonal skills and ability to build trust.
• Advanced working knowledge of Microsoft Office and comfort learning new tools.
• Ability to thrive in a fast-paced, entrepreneurial environment.

Responsibilities

• 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.
• Coordinate detailed travel arrangements, itineraries, transportation, and accommodations.
• 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.
• Coordinate and manage personal logistics, calendars, and administrative needs.
• Manage incoming correspondence and communications, exercising sound judgment to ensure timely, professional 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.
• Use appropriate technology and digital systems to simplify and organize recurring personal administrative responsibilities.
• 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.
• 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.

Skills

Administrative support

Personal assistant

Generative AI tools

High-trust environment

Discretion and professionalism

Strong communication

Organizational skills

Tech-savvy

Interpersonal skills

Tools

Microsoft Office

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

• 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, 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.