Do I need to issue a T4A to every contractor I pay?
Generally yes for unincorporated contractors paid for services, though incorporated businesses are typically exempt — confirming incorporation status upfront saves work at year-end.
What's the T4A filing deadline?
T4A slips must be filed with the CRA and provided to contractors by the last day of February following the calendar year in which payments were made.
What makes someone an employee instead of a contractor in Canada?
The CRA looks at control, ownership of tools, chance of profit/risk of loss, and integration into the business. The more control you exercise over how and when the work gets done, the more likely they're legally an employee.
Is there a US version of this checklist?
Yes — see the 1099 Contractor Compliance Checklist, which covers IRS Form 1099-NEC requirements instead of the Canadian T4A slip.