6 Stock and Securities Tax Reporting 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 stock and securities tax reporting work, not a general example.
Case Study 1 · Scaling without breaking
Growth Handled Without A Missed Filing, $146,000 Freed — Physician in Their First, Winnipeg
Client: A physician in their first year of practice · Where: Winnipeg, Manitoba · Engagement: 6 weeks, fixed fee
Cash freed$146,000
Compliance failuresNone
ReportingMonthly
The situation
A physician in their first year of practice in Winnipeg, Manitoba was opening in a second province — different filing obligations, a different payroll regime, and foreign accounts that had crossed the T1135 threshold two years earlier already in the file.
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 put monthly reporting in place so the owner could see the cash effect of growth while there was still time to act on it.
The result
Growth was absorbed without a compliance failure. $146,000 of cash was released, and the monthly reporting now flags a problem while it is still small.
Case Study 2 · Deadline rescue
6-Week Turnaround Beat The Deadline And Saved $76,000 — First-Time Home Buyer, Hamilton
Client: A first-time home buyer · Where: Hamilton, Ontario · Engagement: 6 weeks, fixed fee
Late-filing penalty avoided$76,000
Filed with20 days to spare
Next yearPapers ready
The situation
With the deadline for stock and securities tax reporting weeks away, a first-time home buyer in Hamilton, Ontario was carrying three years of returns filed without the slips that had been mailed to an old address. The exposure if the date slipped was around $76,000.
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. The filing went in complete rather than provisional, so there was no amended return to follow.
The result
Filed with 20 days to spare. $76,000 in late-filing penalties avoided, and the working papers are ready for the following year.
Case Study 3 · Objection and relief
$94,000 Of Penalties And Interest Cancelled On Relief — Commissioned Salesperson, Surrey
Client: A commissioned salesperson · Where: Surrey, British Columbia · Engagement: 3 weeks, fixed fee
Penalties and interest cancelled$94,000
Relief groundsAccepted
AssessmentAdjusted to filed position
The situation
An assessment of $94,000 landed at a commissioned salesperson in Surrey, British Columbia following a desk review. The auditor had not seen the records behind medical expenses claimed on a calendar-year basis when a shifted window was worth far more.
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, then set out the legislative basis for the position alongside the documents supporting it.
The result
$94,000 of penalties and interest was cancelled under the taxpayer relief provisions, and the underlying assessment was adjusted to match the filed position.
Case Study 4 · Planning that cut the bill
$27,500 Cut From The Annual Tax Bill — Taxpayer with US-Source Dividends, Halifax
Client: A taxpayer with US-source dividends · Where: Halifax, Nova Scotia · Engagement: 7 weeks, fixed fee
First-year saving$27,500
RepeatsAnnually
Filing positionUnchanged in risk
The situation
A taxpayer with US-source dividends in Halifax, Nova Scotia was compliant but paying more than it needed to. The prior year had been filed correctly and still left a rental property reported without any capital cost allowance analysis on the table.
What we did
We modelled the current position against the alternatives before changing anything, then filed the outstanding T1135 disclosures under the voluntary disclosure route before the CRA raised them.
The result
The change saved $27,500 in the first year and repeats annually. Nothing about the filings became more aggressive; the position is simply the one the rules already allowed.
Client: An employee with foreign investment accounts · Where: Saskatoon, Saskatchewan · Engagement: 5 weeks, fixed fee
Overpayment refunded$119,000
Late remittances sinceZero
ScheduleAutomated
The situation
Remittances at an employee with foreign investment accounts in Saskatoon, Saskatchewan 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 pulled the full slip history from the CRA record, refiled the affected years by adjustment request, and recovered the credits that had been missed, then moved the remittance dates into a scheduled process rather than a monthly decision.
The result
Penalties stopped from the following remittance onwards, and $119,000 of overpaid instalments was refunded.
Case Study 6 · Missed incentive claimed
Incentive Review Recovered $110,000 Across 3 Open Years — Recently Separated Taxpayer, London
An incentive review at a recently separated taxpayer in London, Ontario started from a simple question: what has never been claimed? The answer ran to 3 years, driven by RRSP room accumulated over eight years and never used in a high-income year.
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, documenting eligibility to the standard a reviewer would apply rather than the standard a claim form requires.
The result
The credits produced $110,000 across the open years, and the tracking now in place means the following year's claim is documented as the work happens rather than reconstructed afterwards.
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.
