Principal Issues: 1. Is the second generation income earned by a holding company on dividends it received from its shares in an operating company, which is then paid out to one of its shareholders, derived directly or indirectly from a related business in respect of the particular individual shareholder, in a specific scenario? 2. Is the payment of the entire investment portfolio to a shareholder as a dividend-in-kind by the holding company derived directly or indirectly from a related business in respect of the particular individual shareholder, in a specific scenario? 3. Would our conclusions change if the dividends from the operating company to the holding company were all paid prior to 2018?
Position: 1. The conclusion depends on whether or not the holding company in the scenario has a business, such that it is a related business in respect of the particular individual shareholder receiving the dividend. 2. The conclusion depends on whether or not the holding company in the scenario has a business, such that it is a related business in respect of the particular individual shareholder receiving the dividend. Numerical example provided. 3. No.