‘Bed and breakfasting’ with shares

Produced by a Tolley Personal Tax expert
Personal Tax
Guidance

‘Bed and breakfasting’ with shares

Produced by a Tolley Personal Tax expert
Personal Tax
Guidance
imgtext

‘Bed and breakfasting’ was the pre-1998 practice of selling shares and repurchasing them the following day. This technique can still be used in a modified form to achieve capital gains tax (CGT) savings for current or future tax years using:

  1. a spouse / civil partner

  2. a self-invested pension plan (SIPP), or

  3. an individual savings account (ISA)

There are, however, anti-avoidance rules that need to be considered, as discussed below.

When considering planning of the kind discussed below, the usual health warning applies: advisers cannot give investment advice unless they are authorised to do so. See the Regulated investment advice guidance note. Advisers can tell the individual about the tax implications of utilising the annual exemption by ‘bed and breakfast’ type arrangements but must not recommend disposals of specific investments.

For a checklist summarising year end planning for CGT, see the Checklist ― year end planning for capital gains tax for individuals.

Why was it used?

Before the share matching rules were changed in 1998 (see below), the acquisition cost of the

Continue reading the full document
To gain access to additional expert tax guidance, workflow tools, generative tax AI, and tax research, register for a free trial of Tolley+™
Powered by Tolley+
  • 20 Feb 2026 12:10

Popular Articles

VAT on property disposals

VAT on property disposalsThis guidance note provides an overview of the VAT treatment of selling property that is located in the UK. The UK includes Great Britain, Northern Ireland and the territorial sea of the UK. The sale of any land or building located outside the UK is outside the scope of UK

14 Jul 2020 13:57 | Produced by Tolley Read more Read more

Qualifying charitable donations

Qualifying charitable donationsCompanies can obtain corporation tax relief for qualifying payments or certain transfers of assets to charity under the qualifying charitable donations regime. Definition of qualifying charitable donationThe definition of ‘qualifying charitable donations’

14 Jul 2020 13:03 | Produced by Tolley Read more Read more

Fuel-related payments / mileage payments

Fuel-related payments / mileage paymentsIntroductionMost employers will make payments to employees in relation to business travel. Among the most common payments in relation to business travel are fuel and mileage payments. If an employer does not reimburse these amounts, then the employee will be

14 Jul 2020 11:46 | Produced by Tolley in association with Philip Rutherford Read more Read more