Structuring a Business Sale: The Tax Questions You Must Answer First
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Transactions28 February 20252 min readBy Simon Newsham CTA(Updated 10 May 2026)

Structuring a Business Sale: The Tax Questions You Must Answer First

The structure of a business sale — share sale versus asset sale, earn-outs, deferred consideration — has profound tax consequences for both buyer and seller.

Tax is often the largest single cost in a business sale. Yet tax planning is frequently left too late — after heads of terms have been agreed and the commercial parameters are locked in. Early specialist input can make a material difference.

Share sale versus asset sale

From a seller's perspective, a share sale is generally preferable. Gains on shares in a trading company may qualify for Business Asset Disposal Relief (BADR — formerly Entrepreneurs' Relief), reducing the Capital Gains Tax rate to 10% on the first £1 million of lifetime gains.

From a buyer's perspective, an asset sale is often preferred because the buyer gets a step-up in the tax base of the acquired assets.

Negotiating the deal structure is therefore critical — and there is often a commercial price to pay for one structure over another.

Earn-outs

Where part of the consideration is deferred and contingent on future performance, the tax treatment can be complex. Earn-outs may be subject to Capital Gains Tax or, where the seller remains involved in the business, potentially Income Tax.

Loan notes

Where consideration is deferred via loan notes, the tax treatment depends on whether the notes are qualifying corporate bonds (QCBs) or non-QCBs — with significantly different CGT consequences.

Our role

At Newshams, we work alongside corporate lawyers and accountants to provide specialist tax input at every stage of a transaction — from initial structuring through to completion and beyond. Get in touch to discuss your transaction.

Frequently Asked Questions

How can a Chartered Tax Adviser help me?+

A Chartered Tax Adviser (CTA) can provide expert guidance on complex tax matters, help you plan efficiently, ensure compliance, and represent you in HMRC matters. With over 30 years' experience, Simon Newsham CTA provides clear, practical advice tailored to your situation.

How do I arrange a consultation with Newshams?+

Call us on +44 (0) 800 211 8657 or email enquiries@newshams.com to arrange a consultation. There is no obligation to instruct Newshams on an ongoing basis.

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Yes. All consultations are strictly confidential and handled personally by Simon Newsham CTA. Initial discussions are informal and without obligation.

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Simon Newsham CTA

Chartered Tax Adviser — Founder, Newshams Tax Advisers

Simon Newsham is a Chartered Tax Adviser (CTA) with over 30 years' experience advising businesses, high net worth individuals, law firms and accountancy practices on complex UK tax matters. He has been advising clients since 1995 and is a member of the Chartered Institute of Taxation.

Chartered Tax Adviser 30+ Years Experience UK-Wide Advisory
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