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First-year contractor

Your first year contracting changes everything about how you are taxed

Moving from T4 employment to contract income means no employer withholding, new GST/HST obligations, deductions you have never tracked before, and a tax bill that arrives without warning if set-asides were not planned.

Common situations

Most first-year contractors arrive with the same set of unresolved questions. The sooner these are addressed, the fewer surprises at year-end.

  • Left T4 employment and now receiving T4A income with no employer withholding
  • Unsure whether to register for GST/HST and when the $30,000 threshold applies
  • No tax set-asides in place and a potential balance owing at year-end
  • Home office, equipment, and software costs that may be deductible but are not tracked
  • Considering incorporation but unsure whether the timing makes sense yet
  • Books were never set up because there was no business before this year

What Teplov CPA handles

Three areas that need to be in place before the first year closes: a clean return, organized books, and a set of planning decisions that avoid the most common first-year gaps.

01 · Return

T1 return & T2125

  • T1 personal income tax return
  • T2125 self-employment income and expense schedule
  • GST/HST registration and first filing
  • Quarterly instalment calculation
  • CRA correspondence support
02 · Books

Bookkeeping setup

  • QuickBooks Online setup with contractor-specific chart of accounts
  • Contract income tracking from T4As and direct invoices
  • Home office, equipment, software, and professional cost categorization
  • GST/HST input tax credit tracking from day one
  • Monthly close process so year-end is not a scramble
03 · Planning

First-year planning

  • GST/HST registration threshold review and timing
  • Tax set-aside calculation based on expected net income
  • Incorporation timing analysis: when it helps and when it adds complexity
  • Deduction eligibility review for home office, equipment, and software
  • Instalment schedule for the following year

The set-aside problem

T4 employment withholds tax on every paycheque. Contract income does not. The full gross amount deposits into your account, and nothing is remitted to CRA until you file or pay instalments.

For many first-year contractors, this creates a large and unexpected balance owing in April. The amount depends on total income, deductions, CPP, and provincial rates. Getting a reasonable set-aside number early in the year is one of the most practical things a CPA can do for a new contractor.

The preparation method is visible, not hidden behind vague process language

~/it-contractors-skills  ·  main
  • 01 · README.md Public workflow repo The it-contractors-skills repo shows the preparation method behind the practice: collect documents, organize income and expenses, preserve uncertainty, and generate a CPA handoff summary.
  • 02 · audience.md Technical-audience fit The workflow is designed for contractors who are comfortable with GitHub, VS Code, structured files, and AI tools, but still want professional boundaries before tax filing.
  • 03 · boundaries.md CPA judgment stays central The workflows support preparation and issue spotting. They do not provide tax advice, verify completeness, or determine final filing positions.
git clone  it-contractors-skills.git

Common questions

Q.01 Do I need to register for GST/HST in my first year?
Once your worldwide taxable revenue exceeds $30,000 in a single calendar quarter or over four rolling quarters, registration is required. You can also register voluntarily before that threshold to claim input tax credits on business expenses. The timing decision depends on your revenue trajectory and client mix.
Q.02 How much should I set aside for taxes?
There is no single number that applies to everyone, but a first-year contractor with no prior T4 income often needs to set aside 25 to 35 percent of net contract income. The right amount depends on your total income, province of residence, eligible deductions, and whether CPP contributions apply.
Q.03 Should I incorporate in my first year?
Not always. Incorporation makes sense when contract income is high enough to leave meaningful retained earnings in the corporation after paying yourself. In the first year, the complexity often outweighs the benefit. The decision is worth reviewing once income is stable and the deduction picture is clearer.
Q.04 What can I deduct as a first-year contractor?
Common deductions for IT contractors include home office costs calculated on the T2125, a portion of phone and internet, software subscriptions and SaaS tools, computer equipment, professional development, and accounting fees. Eligibility depends on how each expense connects to earning income.
Starting out

Starting out and want to get it right?

Describe your contracting situation, current income structure, and what you are most uncertain about. Teplov CPA responds within one business day.

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