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Guides for the decisions that affect the file

Each guide explains a specific question Canadian IT professionals come up against: what CRA looks at, what the numbers usually look like, and what to organize before a return is filed. Written for the file, not for SEO.

9 subjects · 85 guides
Last updated: July 2026

Compliance & filings

What needs to be filed, when, and on which authority's deadline: for both sole proprietors and incorporated contractors.

11  guides

Setup & structure

Deciding the business structure, registering correctly, and understanding which arrangements carry CRA risk before signing the contract.

07  guides

Deductions & expenses

Which contractor expenses are deductible, what evidence the file needs, and where ambiguity tends to live.

10  guides

Compensation & cash-flow

How incorporated contractors pay themselves, the payroll cost differences by province, and what to settle before year-end closes the options.

14  guides

Canada & the U.S.

USD clients, exchange-rate documentation, GST/HST on cross-border work, departure tax, RRSP treatment after emigration, and the Canada-U.S. tax treaty.

08  guides

Incorporated contractors

How the T2 and T1 interact, what a Quebec establishment adds to the filing picture, and how compensation flows from corporation to owner.

07  guides

Running the corporation

The ongoing mechanics of an incorporated contractor's file: shareholder loan, GST/HST filing, payroll, monthly close, and year-end review.

09  guides

Contractor to consultancy

When contractors grow into consulting firms: subcontractors, multiple owners, partner compensation, worker classification, and the corporate structure decisions that follow.

15  guides
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