09/02/2026
He Paid a Contractor for Two Years. Then CRA Looked Closer.
For two years, everything looked fine.
The worker sent invoices.
He handled his own taxes.
He was not on payroll.
There was even a signed contractor agreement.
Then the working relationship came under the microscope.
The questions suddenly became different.
Who controlled his schedule?
Who told him how to do the work?
Whose equipment did he use?
Could he hire someone else?
Was he actually taking any financial risk?
That is where a seemingly simple contractor arrangement can become a payroll problem.
The lesson for business owners:
An invoice is evidence of how you paid someone. It does not, by itself, determine their employment status.
Neither does a GST/HST number, a corporation or the words "independent contractor" in an agreement.
The actual relationship matters.
And if that relationship looks more like employment, the business could potentially face CPP and EI assessments, interest and penalties.
Before the first payment is much cheaper than after the CRA review.
๐๐ถ๐ฟ๐ถ๐ป๐ด ๐๐ผ๐บ๐ฒ๐ผ๐ป๐ฒ ๐ฎ๐ ๐ฎ ๐ฐ๐ผ๐ป๐๐ฟ๐ฎ๐ฐ๐๐ผ๐ฟ?
Review how the relationship will actually work, not just how you plan to document it.