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๐Ÿงพ Tax

The ESS Taxing Point: Upfront or Deferred, and Why It Decides Everything

Your ESS tax bill hangs on one date. How to tell which regime your plan uses, what triggers the deferred taxing point, and what changed on 1 July 2022.

Timothy Hirou GaschereauBy Timothy Hirou GaschereauPublished

9 min read

๐ŸŽฏ Why the taxing point is the only question

Two colleagues can receive identical equity on the same day and end up with wildly different tax outcomes. Not because one negotiated better, but because their schemes were structured differently. One date decides it: the taxing point.

It sets the year the bill lands, the amount assessed, the cost base you carry forward, and the day your capital gains clock starts. Get it wrong and you either budget for a bill that never comes or miss one that does. Our guide to employee share schemes covers the wider picture.

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There are only two regimes: taxed upfront, and tax deferred. Everything else in ESS tax follows from which one your scheme sits in.

๐Ÿงญ How to tell which regime your plan uses

You do not get to choose. The structure your employer set up decides it, and it turns on one question: is the interest subject to a real risk of forfeiture, or a genuine restriction on disposal? If yes, deferral is available. If no, you are taxed upfront.

One question separates the two regimes, and everything downstream follows from the answer.
Taxed upfront against tax deferred, across the five things that actually change
Taxed upfrontTax deferred
When tax is dueYear of acquisitionYear the deferred taxing point falls
Amount assessedMarket value at acquisition less cost base, with the $1,000 reduction if you qualifyMarket value at the deferred taxing point less cost base
Your cost base becomesMarket value at acquisitionMarket value at the taxing point
CGT clock startsDate of acquisitionDate of the deferred taxing point
Main risk to youPaying tax on a discount that later disappearsA large, unexpected bill if the price runs up before the taxing point

โš–๏ธ Real risk of forfeiture, in plain English

A real risk of forfeiture means there is a genuine chance you end up with nothing. Not a theoretical chance, a real one. Performance hurdles you might actually miss, or service conditions you might not complete, both count.

What does not count is a risk so remote it is decorative. If the condition is effectively certain to be met, there is no real risk, and the scheme cannot rely on it for deferral. The test is about substance, not the wording in the plan document.

๐Ÿ”’ Genuine restrictions on disposal

The second route to deferral is a genuine restriction on selling. The scheme rules themselves must prevent you disposing of the interest for a period, and the ATO publishes specific guidance on what qualifies.

๐ŸŽฏ The essential: A company-wide trading policy that stops everyone dealing during blackout windows is not the same thing as a scheme rule restricting your interest. If your only constraint is the general trading policy, do not assume deferral applies.

โณ The deferred taxing point triggers

For a share, the deferred taxing point is the earliest of two things: when there is no real risk of forfeiture and the scheme no longer genuinely restricts disposal, or 15 years after acquisition.

For a right, such as an option, there is a third: for interests acquired after 30 June 2015, exercising the right, provided there is then no real risk of forfeiting the resulting share and no genuine restriction on selling it.

The 15 year figure is a backstop against indefinite deferral. For interests acquired before 1 July 2015 it was 7 years.

Where the bill lands under each regime, and where the CGT clock starts from.

๐Ÿ“… What changed on 1 July 2022

There used to be a fourth trigger for shares and a fourth for rights: ceasing employment. Leave your job, and the taxing point arrived whether you were ready or not. For employment ending on or after 1 July 2022, that trigger is gone.

via GIPHY
If an article or an adviser tells you resigning triggers your ESS tax, check the date it was written.
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A lot of Australian ESS content still lists leaving your job as a taxing point. It was true. It is not any more. If you left a role holding deferred interests, the clock kept running rather than stopping on your last day.

๐Ÿ’ธ What each regime means for your cash flow

Under an upfront scheme the bill is small, early and predictable. You are taxed on the discount in the year you acquire, and if you qualify, the $1,000 reduction can wipe out a modest grant entirely. The conditions are strict: adjusted taxable income of $180,000 or less, the scheme offered to at least 75% of Australian-resident permanent employees with three years of service, no real risk of forfeiture, and a minimum three year holding requirement.

Under a deferred scheme the bill is later and potentially much larger, because it is measured on the value at the taxing point rather than at grant. A company that grows tenfold between grant and vest hands you a tenfold bigger assessable amount. That is the trade you are making. Run the number through the income tax calculator with the expected vest value on top of your salary, well before the date arrives.

If your interests are RSUs, the mechanics of that vest are covered in detail in our RSU tax guide.

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โ“ Frequently asked questions

What happens if the share price falls between grant and the taxing point?

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Under a deferred scheme the assessable amount is the market value at the deferred taxing point less your cost base, so a fall before that point means a smaller bill, or none at all if the value drops below what you paid. Under an upfront scheme you have already been taxed at acquisition, and a later fall gets you no refund. You may have a capital loss when you sell, but the income tax is gone.

How do I find out which regime applies without a tax agent?

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Start with your ESS statement, which your employer must give you by 14 July after the end of the financial year. It labels the interest as taxed-upfront or deferral. If you do not have it yet, read your offer letter and scheme rules for forfeiture conditions and disposal restrictions. If the documents are unclear, ask the share plan administrator directly.

Does leaving my job trigger a tax bill on deferred ESS interests?

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Not since 1 July 2022. Ceasing employment is no longer a deferred taxing point, so if you leave holding interests that have not reached a taxing point, the clock simply keeps running. Your taxing point becomes whichever remaining trigger arrives first. Advice you were given before July 2022 may say otherwise and is now out of date.

Can I owe income tax even if I cannot sell the shares?

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Yes, and it is the most stressful part of deferred schemes. If the taxing point arrives while the shares are still illiquid or restricted, you can owe tax without having cash to pay it. This is most common in unlisted companies where there is no market to sell into. If you can see it coming, speak to a registered tax agent before the taxing point rather than after.

What is my cost base after the taxing point?

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For a deferred scheme the cost base resets to the market value at the deferred taxing point, which is the same figure that went into your assessable income. Sell immediately at that price and there is no further gain or loss. For an upfront scheme the cost base is the market value at acquisition.

What is the 15 year rule, and does it apply to me?

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It is a backstop. If a deferred interest has not hit any other taxing point, it is taxed 15 years after acquisition regardless. For interests acquired before 1 July 2015 that cap was 7 years. Most scheme designs bring the taxing point forward long before then through vesting, so it usually matters only in unusual or very long-running schemes.

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This article contains general information only and does not constitute personal financial or tax advice. Which regime applies to you depends on how your specific scheme is written. Speak with a registered tax agent before acting on any of this.

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General information only. This article is educational and does not constitute personal financial advice. It does not account for your circumstances. Consider your own situation and seek advice from a licensed adviser before acting. Read our full disclaimer.

Timothy Hirou Gaschereau

Timothy Hirou Gaschereau

Founder of Snowball Invest, not a financial adviser.

I write about what I'm learning myself, because nobody ever taught us how to take control of our own money. It's a skill, not a mystery, and it's never too late to learn it. The best day to start was yesterday, the second best is today.

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