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Corporate Reorganizations, Holdcos & Section 85

How Do You Purify a Corporation Before a Sale?

Purifying means moving the non-business assets, meaning surplus cash, investments and passive real estate, out of the corporation so its shares qualify for the lifetime capital gains exemption when you sell. The tests are strict: at the moment of sale, at least 90 percent of the corporation's asset value must be used in the active business, and throughout the 24 months before, more than 50 percent. Purification is the set of transactions that gets you there, ranging from dividends and bonuses to a tax-deferred transfer of assets to a holding company under section 85 with a T2057 election, and the right mix depends on how far offside you are and how much time you have.

A glass office tower against a clear sky

What purification is, and the tests it serves

Purification is housekeeping with a seven-figure prize attached. The lifetime capital gains exemption shelters up to $1.25 million of capital gain per person on a sale of qualified small business corporation shares, but shares only qualify if the corporation passes asset tests measured by fair market value. At the moment of sale, all or substantially all of the corporation's assets, which the CRA reads as 90 percent or more by value, must be used principally in an active business carried on primarily in Canada, or be shares or debt of connected corporations that meet the same standard. Throughout the 24 months before the sale, the bar is lower but continuous: more than 50 percent of asset value in active use, the whole time. There is also a holding test, requiring that the shares were not owned by anyone unrelated to you during those 24 months.

Two refinements matter before anyone measures anything. First, assets that are shares or debt of connected corporations can count as good assets when those corporations pass their own tests, which is how holdco-over-opco structures qualify, but it also means a corporate group passes or fails together: a passive pocket two layers down can poison the shares actually being sold. Second, the 90 percent figure is the accepted reading of the statute's all-or-substantially-all language rather than a bright line printed in the Act, which is why careful sellers aim comfortably above it instead of engineering to the boundary.

A healthy company fails these tests in the most ordinary way possible: by being profitable. Cash piles up beyond what the business needs, the cash becomes a portfolio, maybe a rental condo follows, and one day the shares of a genuinely active business are majority-passive by value and the exemption is gone. Purification reverses that drift. The prize scales with people, too: every family member whose shares qualify brings their own exemption, which is why purification and ownership design travel together. It is one specific piece of the larger job of preparing a corporation for the lifetime capital gains exemption, which also covers who holds the shares and the personal-side rules.

Which assets are offside

An asset is offside when it is not used principally in the active business, and the honest classification takes judgment rather than a checklist. The usual suspects, in the order we find them:

  • Surplus cash and near-cash. Cash needed as working capital, to cover payroll cycles, inventory and tax instalments, counts as active. Cash accumulated well beyond any operating need does not, and a term deposit ladder is the clearest offside signal there is.
  • Marketable securities. A portfolio inside the operating company is passive by definition, whatever it is earmarked for.
  • Rental real estate. Property leased to third parties is passive; property the business occupies is active. Mixed-use buildings get apportioned by use, and that apportionment needs support.
  • Loans to shareholders and related companies. An amount owing from the owner or a sister company is rarely an active business asset, and these balances are chronically overlooked because they hide in the working capital section.
  • Life insurance cash value and similar long-term assets held for investment rather than operations.

Between the clear categories sits a band of judgment calls. Seasonal businesses legitimately hold large cash balances part of the year, and the defence is documentation of the operating cycle, not apology. Deposits with landlords and suppliers, prepaid expenses and tax instalments on account are generally fine. Corporate-owned life insurance gets specific analysis, because a policy funding a buy-sell obligation and a policy parked as an investment are different animals. And intercompany balances need tracing to their purpose, since an advance that funds a sister company's operations reads differently from one that parks surplus. We classify every line and keep the memo, because the classification will be tested twice, by the buyer's advisors and possibly by the CRA.

Two things surprise owners here. First, the tests run on fair market value, not book value, and unrecorded goodwill counts on the active side, so a business with real earning power often measures better than its balance sheet suggests. Second, the measurement never stops: a company can be clean at year-end and offside by March because a strong quarter piled up cash. Purification is a cadence, not an event.

The toolbox: four ways to remove what should not be there

Every purification uses some mix of four methods, and they differ mainly in tax cost and speed.

MethodHow it worksTax cost todayWhere it fits
Dividend or bonus to the ownerPay the surplus out personallyPersonal tax at your marginal rateSmall excesses, or owners who wanted the cash anyway
Intercorporate dividend to a holdcoHoldco owns opco shares; surplus moves up as a dividend between corporationsGenerally none, within the safe-income limitThe workhorse: repeatable, cheap, keeps funds corporate
Section 85 transfer of assets to a holdco or sister companyInvestments or passive property roll across tax-deferred under a T2057 electionDeferred, not triggered, when elected at tax costAssets with accrued gains that a dividend-in-kind would tax
Spend it inside the businessPay down operating debt, buy equipment, fund real expansionNoneCompanies whose surplus has a productive home

The intercorporate dividend deserves its own caution. A dividend from opco to holdco is normally tax-free, but where it exceeds the payer's safe income, broadly its retained earnings that have already borne tax, anti-avoidance rules can recharacterize the excess as a capital gain. The safe-income calculation is technical and cumulative over the company's whole history, and it is worth doing properly before any large purification dividend rather than discovering the problem in a post-sale audit.

A fifth tool exists where corporate history has been kind: the capital dividend account. The tax-free half of capital gains the corporation has realized over the years, along with certain life insurance proceeds, accumulates in this notional account, and a properly elected capital dividend from it reaches shareholders with no personal tax at all. When a CDA balance exists, it is usually the first surplus removed, because it purifies at a personal tax cost of zero; the election paperwork has to be exact, but the arithmetic is the best in the toolbox.

Choosing between the methods is mostly a question of what the money is for. Owners who wanted the funds personally anyway treat purification as the moment to take them, accept the personal tax and simplify their lives. Owners who want the funds invested keep them corporate, which means a holdco and the intercorporate route. Most real plans blend the two and add the operational lever, timing equipment purchases and debt paydowns into the window. The wrong answer is the reflexive one, paying avoidable personal tax merely to make a balance sheet tidy. The mechanics of getting money up to a holdco, and what it can do once there, are covered in how to move excess cash out of an operating company.

The section 85 transfer in practice

When the offside asset is not cash but property with an accrued gain, say a portfolio with growth in it or a rental property, simply paying it out or dividending it in kind would trigger tax on the way. The tax-deferred route is a transfer under section 85: the operating company transfers the asset to the holding company or a sister corporation, takes back shares, and the two corporations jointly file a T2057 election setting the transfer at tax cost. The gain does not disappear; it moves with the asset and waits. The election has real edges: the elected amount must sit between tax cost and fair market value, it cannot fall below any debt the receiving company assumes, the T2057 is due with the earliest tax return of any party, and the numbers need support for cost, value and liabilities. Purification transfers get reviewed in due diligence by the buyer's advisors as well as by the CRA, so the file has to be clean twice.

The supporting file is its own project: adjusted cost base reconstruction for the assets moving, valuation evidence for the ceiling, a schedule of any debt the receiving company assumes, and legal drafting that issues real consideration shares with terms in the articles. Assumed debt deserves particular respect, because the elected amount cannot be set below it, and a margin loan travelling with a portfolio can quietly force gain into the open. Where the plan involves several transfers, we run them off one master schedule so the elections, the share issuances and the accounting entries all tell the same story.

Sequencing matters just as much as the election. If no holding company exists yet, creating one and moving your opco shares into it is itself a section 85 step, and it has to be designed alongside the asset moves so the family ends up holding the right shares directly, because the exemption is claimed by individuals, not by holdcos, and restructuring the top of the chart carelessly can restart clocks you needed to keep running.

Why timing beats technique: the two clocks

The 90 percent test and the 50 percent test run on different clocks, and the difference decides what can be rescued late. The 90 percent test is measured at the determination time, effectively at closing, so a company that is modestly offside can often be purified in the weeks before a sale: sweep the surplus cash, move the portfolio, close clean. The 50 percent test is measured continuously through the prior 24 months, and no transaction today can change what the balance sheet looked like last year. A corporation that spent part of the last two years majority-passive by value cannot claim the exemption until a clean 24 months has run from the day it got back onside, whatever anyone does at closing.

Run the arithmetic on a simple case and the asymmetry is vivid. A company whose assets are 70 percent active has a 90 percent problem but not a 50 percent problem: it can sweep its way to qualification before closing, provided the 24-month history is clean. A company that let passive assets reach 60 percent of value for even a stretch of the window has the opposite problem: nothing done at closing helps, and the only cure is a purge now and patience afterward. Same balance sheet categories, completely different planning calendars.

That asymmetry drives all of our timing advice. A company that is drifting but still above 50 percent active should start sweeping now and stay clean, because it can still fix the 90 percent test on the eve of a sale. A company already below the 50 percent line needs to purify immediately and then let the calendar do its work before going to market. And every seller should remember that letters of intent move faster than reorganizations: the time to purify is before the buyer appears, because a buyer's timetable will not wait 24 months for your share tests, and renegotiating price to compensate for a lost exemption is a bad trade. A letter of intent is a deadline, not a planning horizon.

Purification also shows up in the deal documents themselves. Buyers routinely ask the seller to represent that the shares are qualified small business corporation shares, and sophisticated counsel will test the claim in diligence rather than take it on faith. A seller with a clean, contemporaneous purification file gives those representations comfortably; a seller who purified in a hurry negotiates indemnities instead. The exemption is personal, but its evidence is corporate, and it gets read by everyone at the table.

What changes the answer, and how we run a purification

Six facts shape the purification plan for any given company:

  • How far offside the balance sheet is, measured at fair market value including goodwill, which sets whether this is a sweep or a rebuild.
  • Whether the 50 percent test has already been breached inside the lookback window, which sets the earliest possible qualifying date.
  • How real the sale timeline is, from idle curiosity to a signed letter of intent.
  • Whether a holding company exists, and whether safe income supports the dividends the plan needs.
  • Which assets carry accrued gains, because they need the section 85 route rather than a simple payment.
  • How many family members hold shares, since each individual's exemption multiplies what a clean structure is worth.

The work itself runs as a defined-scope project: we value and classify the assets, test both clocks, compute safe income, design the moves, file the elections and set the ongoing sweep so the company stays clean until closing. This is bread-and-butter work for a corporate reorganization and tax planning CPA in Ontario, and we scope it in writing after a free 15-minute discovery call, usually under our Strategic Projects engagement with the legal steps handled alongside your corporate lawyer through Corporate Restructuring. If the sale is years away rather than months, the same testing simply folds into the annual planning cycle, which is cheaper than any rescue. In a typical file the diagnostic lands within weeks, the structural moves close within a few months, and the sweep then runs on a set cadence until the deal does. The most common mistake we see is the company that purified once, years ago, and assumed the job was done. The broader family of restructures this belongs to is mapped in corporate reorganizations for owner-managed businesses.

Common questions

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How much cash can the corporation keep and still qualify?

There is no fixed dollar rule: cash counts as active to the extent it is genuinely needed as working capital for payroll, inventory, instalments and the operating cycle. What we document is the business case for the balance held, and anything beyond a supportable working-capital level is treated as offside and swept.

Can we purify right before closing, or is it too late?

The 90 percent test is measured at closing, so a modestly offside company can often be cleaned up in the final weeks. The more-than-50-percent test runs continuously through the prior 24 months and cannot be fixed retroactively: if that line was crossed, a clean 24 months has to run before the shares qualify again.

Where do the purified assets actually go?

Usually to a holding company: surplus cash moves up as intercorporate dividends within the safe-income limit, and assets with accrued gains roll across under a section 85 election on Form T2057 so the move itself is tax-deferred. From the holdco, the funds can be invested or paid out on your own schedule without contaminating the operating company again.

Keep reading

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Corporate reorganizations, explained

Where purification sits in the full restructuring toolkit.

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When to reorganize

The trigger events, including a sale on the horizon.

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Corporate Restructuring

Purification designed, elected and filed as a written-scope project.

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