6 Multiple-Year Tax Filing 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 multiple-year tax filing work, not a general example.
Case Study 1 · Scaling without breaking
Scaled To 36 Staff With $85,000 Of Working Capital Freed — Physician in Their First, Barrie
Client: A physician in their first year of practice · Where: Barrie, Ontario · Engagement: 4 weeks, fixed fee
Headcount reached36
Working capital freed$85,000
Missed deadlinesZero
The situation
A physician in their first year of practice in Barrie, Ontario was growing fast — headcount to 36 in eighteen months — and the back office had not kept up. Foreign accounts that had crossed the T1135 threshold two years earlier was the first thing to break.
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, and built the compliance calendar for the size the business was becoming rather than the size it had been.
The result
The business reached 36 staff with no missed remittance and no late filing. $85,000 of working capital was freed in the process.
Case Study 2 · Backlog brought current
Collections Halted And $140,000 Cut From A 3-Year Backlog — Retiree Drawing From Three, Surrey
Client: A retiree drawing from three sources · Where: Surrey, British Columbia · Engagement: 4 weeks, fixed fee
Balance reduced by$140,000
Backlog cleared3 years
CollectionsHalted
The situation
By the time a retiree drawing from three sources in Surrey, British Columbia called, 3 years were outstanding and the CRA had assessed on estimates. Underneath it sat a rental property reported without any capital cost allowance analysis.
What we did
We reconstructed the records year by year and reset the medical expense claim window, transferred credits between spouses, and applied the tuition and disability amounts to the return that used them. Each filing replaced an arbitrary assessment with a real one.
The result
The account is current. Filing on real numbers rather than CRA estimates reduced the balance by $140,000, and a relief application addressed part of the accumulated interest.
Case Study 3 · Structure rebuilt
Corporate Structure Rebuilt For $17,500 Of Annual Savings — Self-Employed Consultant, Kelowna
Client: A self-employed consultant · Where: Kelowna, British Columbia · Engagement: 8 weeks, fixed fee
Saving per year$17,500
DocumentationComplete
Transfer basisRollover
The situation
The structure at a self-employed consultant in Kelowna, British Columbia had been set up years earlier for a business that no longer existed, and three years of returns filed without the slips that had been mailed to an old address had become expensive.
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. The reorganisation used the rollover provisions rather than a taxable transfer, so no tax fell due on the restructuring itself.
The result
$17,500 of annual saving, achieved on a tax-deferred basis. The minute book, elections and valuations are all in the file.
Client: An employee with foreign investment accounts · Where: Halifax, Nova Scotia · Engagement: 3 weeks, fixed fee
Overpayment refunded$86,000
Late remittances sinceZero
ScheduleAutomated
The situation
Remittances at an employee with foreign investment accounts in Halifax, Nova Scotia were consistently late by a few days, which was enough to trigger penalties every quarter. Behind it sat RRSP room accumulated over eight years and never used in a high-income year.
What we did
We filed the outstanding T1135 disclosures under the voluntary disclosure route before the CRA raised them, then moved the remittance dates into a scheduled process rather than a monthly decision.
The result
Penalties stopped from the following remittance onwards, and $86,000 of overpaid instalments was refunded.
Case Study 5 · Planning that cut the bill
Remuneration Review Saved $28,000 Across Corporate And Personal Returns — Commissioned Salesperson, Guelph
Nothing was wrong at a commissioned salesperson in Guelph, Ontario — the filings were on time and accurate. What they were not was planned. Medical expenses claimed on a calendar-year basis when a shifted window was worth far more had never been reviewed.
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, 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
$28,000 came off the combined corporate and personal tax bill, and the structure holds for future years without further work.
Case Study 6 · Objection and relief
$75,000 Of Penalties And Interest Cancelled On Relief — Taxpayer with US-Source Dividends, Saskatoon
Client: A taxpayer with US-source dividends · Where: Saskatoon, Saskatchewan · Engagement: 5 weeks, fixed fee
Penalties and interest cancelled$75,000
Relief groundsAccepted
AssessmentAdjusted to filed position
The situation
An assessment of $75,000 landed at a taxpayer with US-source dividends in Saskatoon, Saskatchewan following a desk review. The auditor had not seen the records behind foreign accounts that had crossed the T1135 threshold two years earlier.
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 set out the legislative basis for the position alongside the documents supporting it.
The result
$75,000 of penalties and interest was cancelled under the taxpayer relief provisions, and the underlying assessment was adjusted to match the filed position.
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.
