We’re hiring a Technology Generalist to serve as a hands-on problem-solver across a wide range of technology needs. This role is ideal for someone with a builder mindset: you’re comfortable switching between improving websites, administering Microsoft 365, and figuring out “whatever it takes” to get projects across the finish line.

You’ll work hybrid in the Greater Toronto Area, collaborating with business stakeholders while owning delivery on a variety of technical initiatives.

What You’ll Do

Microsoft 365 Administration

- Administer Microsoft 365 services (e.g., Exchange Online, Teams).
- Manage user provisioning, permissions, security policies, and device access.
- Support productivity tooling and help standardize/streamline internal workflows.

Web & CMS

- Design and improve websites and landing pages with strong attention to UX/UI.
- Work with WordPress to build, customize, optimize, and troubleshoot sites.
- Implement basic SEO and performance best practices.

IT & Systems Generalist Support

- Evaluate and implement SaaS tools; integrate systems where possible.
- Improve security posture access controls, endpoint basics, backups).
- Troubleshoot a mix of hardware/software/network issues and coordinate with vendors when needed.
- Create lightweight documentation, SOPs, and handover notes to keep systems maintainable.

Generative AI Enablement

- Stay current on Generative AI (GAI) developments relevant to the business (tools, platforms, workflows, governance).
- Identify practical AI use cases (automation, content generation, customer support, analytics, operations) and pilot solutions quickly.





Project Ownership

- Manage multiple parallel initiatives with clear prioritization and communication.
- Translate business goals into technical tasks and timelines.
- Recommend practical solutions and tradeoffs, keeping speed, security, and maintainability in balance.

What We’re Looking For

Experience

- 4+ years in a hands-on technology generalist role (IT + development + web), or equivalent breadth.
- Track record of independently delivering projects from idea → launch.

Technical Skills (strong in several, capable across all)

- Microsoft 365 admin experience (users, groups, permissions, security basics, collaboration tools).
- Web design/development fundamentals (HTML/CSS/JS; bonus for React/Next.js or similar).
- WordPress (themes, plugins, customization, troubleshooting, performance).
- Comfort with APIs, automation, and integrations (Zapier/Make, Power Automate, scripts, webhooks).
- Solid understanding of security hygiene and best practices for small/mid-size environments.
- Demonstrated familiarity with GAI concepts and tools, or a strong ability and curiosity to ramp up quickly and apply them pragmatically.

Working Style

- Highly self-directed:



you can take a vague ask and turn it into a shipped solution.
- Strong communicator who can explain tradeoffs to non-technical stakeholders.
- Organized, pragmatic, and comfortable wearing many hats.
- Curiosity-driven and eager to learn new tools quickly.

Nice to Have

- Basic database knowledge (SQL) and analytics/BI tooling.
- UI design skills (Figma) and brand-aware design sense.
- Experience supporting small businesses or entrepreneurial teams with varied needs.

Work Arrangement

- Hybrid (Greater Toronto Area): mix of on-site and remote work based on project needs.
- Some flexibility required for time-sensitive issues, planned launches, or vendor coordination.

What Success Looks Like (First 90 Days)

- You’ve stabilized and streamlined Microsoft 365 administration and access/security basics.
- You’ve shipped at least 1–2 high-impact improvements (site updates, workflow automation, lightweight app/tool).
- You’ve delivered consistent weekly AI updates and launched at least one practical AI pilot that improves speed or quality.

How to Apply

Send your resume and a brief note with:

- A short example of an AI/GAI workflow you’ve used (or would propose) and what impact it had (or would have).
- Your strongest areas and the types of projects you most enjoy.

Job Type: Full-time

Pay: $70,000.00-$100,000.00 per year

Advantages:

- Dental care
- On-site parking
- Paid time off
- RRSP match

Application question(s):

- How many years of Microsoft 365 admin experience do you have?

Work Location: Hybrid remote in Thornhill, ON L3T 7Z3

📌 IT Generalist / Technology Generalist (Thornhill)
🏢 O’Adventure
📍 Thornhill