27.1.2026
9.2.2026
Podcast

Restructuring Without the Tax Sting: The Small Business Restructure Rollover Explained

Key Insights

Many Australian businesses eventually outgrow their original structure. What begins as a simple sole trader, company or trust arrangement can become inefficient or misaligned as the business expands and risk, complexity and succession planning become more important.

In this episode of Explain That by Velocity Legal, Andrew Henshaw is joined by Tyson Bateman from the firm’s Tax team to explain how the Small Business Restructure Rollover works in practice and why it requires careful planning.

What the Podcast Covers

The Small Business Restructure Rollover is intended to remove income tax as an immediate barrier when a small business restructures for genuine commercial reasons. Where it applies, the rollover allows eligible businesses to transfer active business assets between entities without triggering immediate tax consequences that would otherwise arise on the transfer.

Tyson outlines that the rollover is not a general tax concession and does not apply automatically. Its availability depends on meeting a number of technical requirements and demonstrating that the restructure reflects a real commercial change rather than a tax driven outcome.

Genuine Restructures and Commercial Purpose

A central theme of the discussion is the requirement that a restructure must be genuinely commercial. The episode explores how the ATO looks beyond form to substance, focusing on why the restructure is being undertaken and whether it improves the efficiency, viability or sustainability of the business.

Andrew and Tyson discuss common red flags, including arrangements that appear temporary, circular or designed primarily to extract value. Clear commercial objectives and continuity of business operations are emphasised as critical indicators of a genuine restructure.

Ultimate Economic Ownership

The podcast also examines the requirement to maintain ultimate economic ownership. While legal ownership of assets may change during a restructure, the individuals who ultimately benefit economically must remain the same before and after the transaction.

This concept is relatively straightforward in simple individual or company structures but becomes more complex where trusts are involved, particularly discretionary trusts. Tyson explains why this area is frequently misunderstood and why careful analysis is required.

Identifying Eligible Business Assets

Another focus of the episode is the importance of correctly identifying which assets are eligible for the rollover. Only active business assets are relevant, and assuming that all assets can be transferred under the rollover is a common source of error.

The discussion highlights why this step is critical and how mistakes in asset classification can lead to unexpected tax consequences.

Interaction With Other Tax Rules

Andrew and Tyson also discuss how the Small Business Restructure Rollover interacts with other parts of the tax system, including capital gains tax concessions. The episode explains why the rollover can be particularly valuable for businesses engaged in long term planning, including succession planning, rather than businesses preparing for an immediate sale.

The conversation reinforces that the rollover does not eliminate all tax considerations and must be assessed as part of a broader tax and commercial analysis.

The Importance of Documentation

Throughout the episode, strong emphasis is placed on documentation. Because the rollover depends heavily on intent and commercial rationale, businesses need to be able to clearly demonstrate why the restructure was undertaken and how it supports the ongoing operation of the business.

Poor or incomplete documentation is identified as a common reason restructures are challenged.

Key Takeaways From the Episode

The episode makes clear that the Small Business Restructure Rollover can be a valuable tool when used correctly, but it is highly technical and closely scrutinised. It is not risk free and not suitable for every restructure.

The key message for business owners, accountants and advisers is that early advice, careful planning and a clear understanding of the rules are essential to avoiding unexpected tax exposure.

🎧 Listen to the full episode of Explain That by Velocity Legal for a practical discussion of how the Small Business Restructure Rollover works and the issues advisers see most often in practice.

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References & Additional Resources

This podcast in no way constitutes legal advice. It is general in nature and is the opinion of the author only. You should seek legal advice tailored to your individual circumstances before acting on anything related to this podcast.

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Tyson Bateman

Andrew Henshaw
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Managing Director

Andrew Henshaw

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