Full Time
$5-7/hr CAD
40
Mar 16, 2026
Job Overview / Description
MUST OVER LAP 4 hours with Pacific Time in Canada
We are a Canadian Managed IT Services company supporting about 225 devices across 15 business clients.
We are hiring an Operations & Executive Assistant to help remove operational bottlenecks so the founder can focus on growing the business.
Your mission is to help the company scale from 225 endpoints to 500+ endpoints while keeping operations organized and efficient.
You will assist with daily operations, client administration, billing coordination, and internal organization.
You will also help identify ways to use AI tools to automate repetitive work and improve processes.
Primary Responsibilities
Founder Support
• Manage and organize
• Respond to simple client inquiries
• Schedule meetings and follow-ups
• Track action items and tasks
• Prepare weekly operations summaries
Client Operations
• Track client users, devices, and licenses
• Maintain client records and documentation
• Assist with onboarding new clients
Billing Support
• Prepare invoices in Wave Accounting
• Track payments and deposits
• Follow up overdue invoices
• Review Microsoft 365 licenses for billing accuracy
Operations Monitoring
• Monitor support tickets in our Kaseya software stack
• Flag unresolved issues
• Ensure documentation is updated
Growth Support
• Maintain prospect lists
• Help organize proposals
• Assist with onboarding new clients
AI & Automation
• Use AI tools where possible to improve efficiency
• Help identify tasks that can be automated
• Assist with improving internal processes as the company grows
Required Skills
• Excellent English communication
• Highly organized and detail-oriented
• Reliable and consistent
• Able to manage multiple tasks independently
Helpful experience
• bookkeeping or invoicing
• Microsoft 365
• PSA or ticket systems
• AI tools (ChatGPT or similar)
Tools Used in Our Company
• Wave Accounting (may change in future)
• Kaseya software stack
• Microsoft 365
• PSA / ticket systems
• spreadsheets and documentation tools
Personality We Are Looking For
• Extremely organized
• Detail-focused
• Proactive problem solver
• Calm and dependable
• Interested in improving systems
Weekly Report You Will Prepare
• invoices sent
• payments received
• overdue invoices
• operational issues needing attention
• priorities for the coming week
Long-Term Opportunity
This role may grow into:
• Operations Manager
• Finance Coordinator
• Automation / Process Manager
We are looking for someone who wants a long-term role and can grow with the company.
Application Instructions
When applying, include:
Your experience with operations, admin, or bookkeeping
Tools you have used
Your experience using AI tools
An example of a time you caught or prevented an error at work
Applications that do not follow these instructions will not be considered.