Originally posted by silverfox
If you have been in business > 3 years then you normally get 75% taper relief.
The annual CGT exemption is 8,800 so this allows you to get out 35,200 per shareholder (after allowing for the initial cost of your shares).
If you have > this than you might wish to seek approval to buy in some of your own shares (this is then a capital gain on you). I believe that the IR will give pre transaction approval (or otherwise) for this course of action. This can enable you to split the gains over more than 1 year if needed.
Of course this is not tax free as such, it is only avoiding more tax. After all the entire retained value in the company has already had corporation tax paid on it.
There used to be a way of carry back with pension contributions that could cause you to make a current year loss and get back the corporation tax, but I think that is no longer possible.

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