Purchase or Sale of Business Tax Planning Case Studies

6 Purchase or Sale of Business Tax Planning 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 purchase or sale of business tax planning work, not a general example.

Case Study 1 · CRA review defended

Audit Defence Closed In 7 Weeks, $136,000 Cleared — Incorporated Trades Business, Guelph

Client: An incorporated trades business  ·  Where: Guelph, Ontario  ·  Engagement: 7 weeks, fixed fee

Proposed tax cleared$136,000
Review duration7 weeks
OutcomeNo change

The situation

An incorporated trades business in Guelph, Ontario was selected for review after retained earnings building in the operating company with no plan for extracting them showed up in the CRA's automated matching. The proposed adjustment on purchase or sale of business tax planning came to $136,000.

What we did

We mapped the association rules across the group, allocated the business limit deliberately on Schedule 23, and corrected the prior year by adjustment request. 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. $136,000 of proposed tax came off the table, and the documentation now in place makes the next review a short one.

Case Study 2 · Sale and succession

Share Sale Restructured, $320,000 Less Tax On Closing — CCPC with Two Shareholders, Saskatoon

Client: A CCPC with two shareholders  ·  Where: Saskatoon, Saskatchewan  ·  Engagement: 6 weeks, fixed fee

Tax saved on closing$320,000
PriceAs agreed
Post-closing adjustmentsNone

The situation

A CCPC with two shareholders in Saskatoon, Saskatchewan was preparing to sell. Due diligence surfaced a single shareholder holding every share, with no room to multiply the exemption, which would have reduced the price or killed the deal outright.

What we did

We cleaned up the historical file, rebuilt the instalment schedule off the current year rather than the prior year, ending the interest accrual, and prepared the due-diligence package the buyer's advisers actually asked for.

The result

The deal closed at the agreed price. $320,000 of tax was saved against the structure originally proposed, with no post-closing adjustment.

Case Study 3 · Structure rebuilt

Corporate Structure Rebuilt For $43,000 Of Annual Savings — Professional Corporation, Lethbridge

Client: A professional corporation  ·  Where: Lethbridge, Alberta  ·  Engagement: 5 weeks, fixed fee

Saving per year$43,000
DocumentationComplete
Transfer basisRollover

The situation

The structure at a professional corporation in Lethbridge, Alberta had been set up years earlier for a business that no longer existed, and passive investment income that had crossed the $50,000 grind threshold unnoticed had become expensive.

What we did

We moved passive holdings into a separate structure so the operating company’s small business limit stopped grinding down. The reorganisation used the rollover provisions rather than a taxable transfer, so no tax fell due on the restructuring itself.

The result

$43,000 of annual saving, achieved on a tax-deferred basis. The minute book, elections and valuations are all in the file.

Case Study 4 · Deadline rescue

$103,000 Late-Filing Penalty Cancelled On Relief Application — Franchise Operator with Three, London

Client: A franchise operator with three locations  ·  Where: London, Ontario  ·  Engagement: 4 weeks, fixed fee

Penalty cancelled$103,000
Relief applicationGranted
ReturnAccepted as filed

The situation

A franchise operator with three locations in London, Ontario had already missed one deadline and was about to miss a second. Behind it sat a balance-due date the owner believed was the same as the filing date, and a penalty of $103,000 was accruing.

What we did

We split the work into what had to happen before the deadline and what could follow it, then modelled salary against dividends across both the corporation and the shareholder’s personal return, then set the remuneration mix for the year.

The result

The outstanding return was accepted as filed, and the taxpayer relief application cancelled $103,000 of the penalty already assessed on the earlier year.

Case Study 5 · Cash and remittance control

Remittance Schedule Corrected, $94,000 Refunded — Corporately-Owned Rental Portfolio, Toronto

Client: A corporately-owned rental portfolio  ·  Where: Toronto, Ontario  ·  Engagement: 11 weeks, fixed fee

Overpayment refunded$94,000
Late remittances sinceZero
ScheduleAutomated

The situation

Remittances at a corporately-owned rental portfolio in Toronto, Ontario were consistently late by a few days, which was enough to trigger penalties every quarter. Behind it sat two corporations under common control filing as if each had its own $500,000 limit.

What we did

We mapped the association rules across the group, allocated the business limit deliberately on Schedule 23, and corrected the prior year by adjustment request, then moved the remittance dates into a scheduled process rather than a monthly decision.

The result

Penalties stopped from the following remittance onwards, and $94,000 of overpaid instalments was refunded.

Case Study 6 · Scaling without breaking

Growth Handled Without A Missed Filing, $84,000 Freed — Import and Distribution Corporation, Burnaby

Client: An import and distribution corporation  ·  Where: Burnaby, British Columbia  ·  Engagement: 7 weeks, fixed fee

Cash freed$84,000
Compliance failuresNone
ReportingMonthly

The situation

An import and distribution corporation in Burnaby, British Columbia was opening in a second province — different filing obligations, a different payroll regime, and retained earnings building in the operating company with no plan for extracting them already in the file.

What we did

We rebuilt the instalment schedule off the current year rather than the prior year, ending the interest accrual 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. $84,000 of cash was released, and the monthly reporting now flags a problem while it is still small.

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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