Investment Income Tax Return Case Studies

6 Investment Income Tax Return tax and accounting engagements in full — what the client came to us with, what we did, and what it was worth. Each one is specific to investment income tax return work, not a general example.

Case Study 1 · Cash and remittance control

Instalments Rebased, $41,000 Of Cash Returned To The Business — Self-Employed Consultant, Saskatoon

Client: A self-employed consultant  ·  Where: Saskatoon, Saskatchewan  ·  Engagement: 5 weeks, fixed fee

Cash returned$41,000
Instalment basisCurrent year
ReviewedQuarterly

The situation

A self-employed consultant in Saskatoon, Saskatchewan was paying instalments calculated on a prior year that no longer reflected the business. Medical expenses claimed on a calendar-year basis when a shifted window was worth far more was tying up $41,000 of cash.

What we did

We rebased the instalments on the current-year estimate rather than the prior-year default, and pulled the full slip history from the CRA record, refiled the affected years by adjustment request, and recovered the credits that had been missed.

The result

$41,000 of cash stayed in the business, the penalty cycle ended, and the instalment position is reviewed each quarter against actual results.

Case Study 2 · Structure rebuilt

Holding Structure Added, $71,000 Saved Annually — Physician in Their First, Windsor

Client: A physician in their first year of practice  ·  Where: Windsor, Ontario  ·  Engagement: 7 weeks, fixed fee

Annual saving$71,000
ReorganisationTax-neutral
StructureMatches operations

The situation

A physician in their first year of practice in Windsor, Ontario was carrying a rental property reported without any capital cost allowance analysis, and every option for fixing it ran through a reorganisation that had to be done without triggering tax.

What we did

Working with the client's lawyer, we carried the capital loss back against gains reported in the prior three years and generated a refund rather than a carry-forward balance and prepared the elections, resolutions and valuations the structure needed to stand up.

The result

The structure now matches the business. Annual saving of $71,000, and the reorganisation itself was tax-neutral.

Case Study 3 · Backlog brought current

$144,000 Of Arbitrary Assessments Vacated After 5 Years — Employee with Foreign Investment, Vancouver

Client: An employee with foreign investment accounts  ·  Where: Vancouver, British Columbia  ·  Engagement: 8 weeks, fixed fee

Arbitrary tax vacated$144,000
Years brought current5
Account statusCurrent

The situation

5 years of unfiled returns had turned into notional assessments at an employee with foreign investment accounts in Vancouver, British Columbia, with RRSP room accumulated over eight years and never used in a high-income year underneath. Collections had already started.

What we did

We reset the medical expense claim window, transferred credits between spouses, and applied the tuition and disability amounts to the return that used them, then filed every outstanding year in chronological order so the CRA could vacate the notional assessments cleanly.

The result

All 5 years were accepted as filed. $144,000 of arbitrarily assessed tax was vacated, collections action stopped, and the account is current for the first time in 5 years.

Case Study 4 · Scaling without breaking

Second-Province Expansion Handled, $23,500 Of Cash Released — Retiree Drawing From Three, London

Client: A retiree drawing from three sources  ·  Where: London, Ontario  ·  Engagement: 11 weeks, fixed fee

Cash released$23,500
New registrationsComplete on day one
Compliance gapsNone

The situation

Revenue at a retiree drawing from three sources in London, Ontario was up sharply and cash was tighter than ever. Underneath it sat foreign accounts that had crossed the T1135 threshold two years earlier.

What we did

We filed the outstanding T1135 disclosures under the voluntary disclosure route before the CRA raised them. Every new obligation — registration, remittance frequency, provincial filing — was set up before it was triggered, not after.

The result

$23,500 of cash was released from the working capital cycle, and the expansion completed with every registration and filing obligation covered from day one.

Case Study 5 · Planning that cut the bill

Remuneration Review Saved $19,500 Across Corporate And Personal Returns — Commissioned Salesperson, Moncton

Client: A commissioned salesperson  ·  Where: Moncton, New Brunswick  ·  Engagement: 8 weeks, fixed fee

Combined saving$19,500
ScopeCorporate + personal
Future yearsNo rework needed

The situation

Nothing was wrong at a commissioned salesperson in Moncton, New Brunswick — the filings were on time and accurate. What they were not was planned. Three years of returns filed without the slips that had been mailed to an old address had never been reviewed.

What we did

We pulled the full slip history from the CRA record, refiled the affected years by adjustment request, and recovered the credits that had been missed, and ran the numbers across both the corporate and personal returns so the saving was real rather than deferred into someone else's hands.

The result

$19,500 came off the combined corporate and personal tax bill, and the structure holds for future years without further work.

Case Study 6 · CRA review defended

Audit Defence Closed In 6 Weeks, $95,000 Cleared — Two-Income Household with Rental, Mississauga

Client: A two-income household with rental property  ·  Where: Mississauga, Ontario  ·  Engagement: 6 weeks, fixed fee

Proposed tax cleared$95,000
Review duration6 weeks
OutcomeNo change

The situation

A two-income household with rental property in Mississauga, Ontario was selected for review after medical expenses claimed on a calendar-year basis when a shifted window was worth far more showed up in the CRA's automated matching. The proposed adjustment on investment income tax return came to $95,000.

What we did

We carried the capital loss back against gains reported in the prior three years and generated a refund rather than a carry-forward balance. Every figure in the response traced to a source record the auditor could verify without asking a second question.

The result

The review closed with no change. $95,000 of proposed tax came off the table, and the documentation now in place makes the next review a short one.

Reviewed for the 2025 tax year by Udit Gupta, Certified Tax Accountant. Figures describe representative engagements of this type; outcomes depend on your own facts. Client names and identifying details are omitted for confidentiality.

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